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Our Mountains:  Sunday River, Loon, Waterville Valley, Cannon, Bromley, Stowe, Mt. Sunapee, Okemo, Mt. Snow, Berkshire East,  Mt. Washington adventures

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Top 5 Scenic New England Mountain Drives

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If you think the New England scenery is spectacular at ground level, wait until you see it from up high. New England is tops for scenic mountain summit drives that take you above the trees for an entirely different view of autumn's brilliant foliage or the lush greens of late spring and summer.

Best of all, you can arrive at the mountaintop fresh as a daisy in the comfort of your own vehicle. Even if you like to hike, driving to the peak allows you to save your energy for exploring once you've reached the point of most panoramic views.

Here are some picks for the five best mountains you can drive. Keep in mind that access to these mountain roads is seasonal, so it's a good idea to call ahead from late fall through early spring.

The Mt. Washington Auto Road

The Mt. Washington Auto Road is the mother of all New England mountain drives. That's because New Hampshire's Mt. Washington is the region's tallest peak. Don't be surprised to find the weather atop Mt. Washington radically different from what you left behind when you began the eight-mile journey. Often, there is still snow in June.

Mt. Washington didn't earn its reputation as the home of the world's worst weather for nothing. The 6,288-foot peak set a world record in 1934 for the strongest wind—231 miles per hour—and it was only determined in 2010 that a stronger, 253 mph gust had hit Australia's Barrow Island during a cyclone in 1996. You're likely to need a jacket at the summit, even on the hottest summer days.

The "Road to the Sky" opened to horse and carriage traffic in 1861—it is quite an engineering marvel. Reputed to be the nation's first man-made attraction, the Auto Road continues to provide travelers with an opportunity to reach the "top of New England" in just about a half hour. At the summit, you can enjoy spectacular views of the Presidential Range and beyond, plus visit Extreme Mount Washington .

Fees and some vehicle limitations apply. If you don't think your car is up for the climb, guided van tours are also available.

Directions: The Mount Washington Auto Road is accessible from Route 16 north of Pinkham Notch, New Hampshire.

For Information: Call 603-466-3988.

Mount Equinox Skyline Drive

Serious drivers will love the Mount Equinox Skyline Drive 's hairpin turns and dramatic climb to the 3,848-foot summit of the highest mountain in the Taconic Range. The 5.2-mile upward climb is the longest, privately owned, paved toll road in the U.S. Interestingly, it's owned by monks. The road and about 7,000 surrounding acres on Vermont's Mount Equinox were given to the Carthusians, a Roman Catholic monastic order, by their former owner, the prolific inventor and former President and Chairman of Union Carbide, Dr. Joseph George Davidson.

The Carthusians' quest for serenity can be yours when you embark on this breathtaking trip, and your tight grip on the wheel will be rewarded with majestic views that stretch as far north as Canada and encompass parts of five different mountain ranges. Fees apply.

Directions: The entrance to the Equinox Skyline Drive is on Route 7A south of Manchester, Vermont.

For Information: Call 802-362-1114.

Mount Ascutney Summit Drive

Mount Equinox is on the western side of Vermont, but if you're staying on the eastern side of the state, there's a mountain for you, too.

Visit Mt. Ascutney State Park for your chance to drive to an elevation of 2,800 feet on the Mountain Road, which carries you almost to the summit of Mount Ascutney. From the parking area, the actual peak is a short hike of not quite a mile. You can also climb a fire tower for expansive views in all directions.

In addition to crisp, clean air and 360-degree views, you may also be in for an added bonus when you drive up this mountain. Mount Ascutney is a popular hang gliding take-off spot on clear days. Fees apply.

Directions: The entrance to Mount Ascutney State Park is on Route 44A in Windsor, Vermont.

For Information: Call 802-674-2060.

Cadillac Mountain

At 1,530 feet, Cadillac Mountain in Maine's Acadia National Park can't rival the big peaks of New Hampshire and Vermont. However, it can boast of being the highest point on the entire Eastern Seaboard, and even more intriguing, it's one of the first spots in the USA to see the sunrise each day.

It's quite a unique experience to stand atop a seaside mountain and gaze out at the view of islands in Frenchman Bay. You can get a sense of the glacial boulder-strewn mountaintop terrain in this photo, too. An entrance pass is required to drive your vehicle inside Acadia National Park.

Directions: Follow the Park Loop Road within Acadia National Park to the well-marked access road for Cadillac Mountain.

For Information: Call 207-288-3338.

Mt. Greylock

Massachusetts' tallest mountain, Mt. Greylock , is the focal point of its first State Park, Mount Greylock State Reservation. Though this 3,491-foot western Massachusetts peak can't rival Mt. Washington for height, it offers its own array of enticements. For starters, the road over the mountain is open to the public absolutely free from late May through November 1. There is a small fee for parking at the summit.

When you drive the eight-mile road to the summit, you'll immediately notice the beacon-like structure at the top. This 92-foot Veterans War Memorial Tower was originally intended to serve as a lighthouse on the Charles River in Boston. Climb the tower for views of five states.

Another surprise awaits atop Mt. Greylock. Bascom Lodge , a stone and wood retreat built in 1937 by the Civilian Conservation Corps, actually accommodates overnight guests. You'll find a full-service restaurant and restrooms inside, and if you don't mind rustic accommodations with shared facilities, call 413-743-1591 to book a bed in one of the co-ed bunkrooms for the night. A few private and family rooms are also available at affordable rates.

Directions: From Route 7 North in Lanesborough, Massachusetts, turn right on North Main Street. Turn right on Rockwell Road and follow to the summit of Mount Greylock. Drive down the mountain on Notch Road, heading north toward North Adams. At the base, turn sharp right near the Mt. Williams Reservoir to stay on Notch Road, then turn right onto Route 2 East, the Mohawk Trail . The road over the mountain may also be driven in reverse.

For Information: Call 413-499-4262. The Mount Greylock State Reservation Visitors Center is located at 30 Rockwell Road in Lanesborough, MA.

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Best weekend getaways in new england.

Known for its historical roots, rugged landscape, savory seafood and rich sports culture, New England is home to a variety of vacation destinations. But with so many picture-perfect towns spread from the coast to the mountains, it's hard to decide where to head for a weekend getaway. That's why U.S. News took into account sights, culture, food and more to determine the best weekend getaways in New England. Cast your vote below to help us decide next year's ranking. Considering a fall trip to New England? Read our top travel tips »

Newport, RI

Portland, me, martha's vineyard, acadia national park, kennebunkport, white mountains, block island, the berkshires, sugarloaf mountain.

Visitors heading to Newport, Rhode Island, will be treated to breathtaking coastal vistas, glamorous seaside homes and top-notch sailing. Soak up some sun at Easton's Beach, or enjoy the sound of crashing waves while strolling the scenic Cliff Walk. If you'd rather treat yourself during your trip, hit up Thames Street, a bustling strip with delicious eateries, small boutiques and historic Colonial structures. Don't forget to save time for a tour (or two) of Newport's elaborate mansions, including The Breakers and Marble House.

An ideal destination for foodies and culture hounds, Portland, Maine, is filled with award-winning restaurants, museums, breweries, art galleries, boutiques and more. Spend some time wandering the cobblestone streets of the historical Old Port, where boats line the harbor and seafood is aplenty. Or, venture southeast of the city to Cape Elizabeth to snap a picture of the iconic Portland Head Light – one of the most photographed lighthouses in America – and hike or picnic in Fort Williams Park.

A popular summertime island retreat for New Englanders and politicians alike, Martha's Vineyard appeals to all types of travelers. Fly or take the ferry from the mainland to explore the Massachusetts island's six towns and numerous beaches. Don't miss the colorful gingerbread cottages in Oak Bluffs, the fresh seafood in the village of Menemsha or the boutiques in Vineyard Haven. While the island's eastern side is walkable, it's best to take a bus or car to the dramatic Aquinnah Cliffs on the more rugged western side.

Many pass through Bar Harbor on their way to Acadia National Park , but this charming seaside town is definitely worth a stop. Located on Maine's Mount Desert Island, Bar Harbor is bursting with locally owned boutiques, fresh seafood restaurants and gorgeous coastal views. Walk the scenic Shore Path for views of Frenchman Bay and multimillion-dollar mansions, or take a ride on a lobster boat to learn about the craft firsthand. While the town is popular in summer, its smaller crowds and vibrant foliage in autumn make it equally appealing during the shoulder season.

For a quintessential New England getaway, head to this Massachusetts peninsula known for its laid-back vibe. Vacationers can bask in the sun somewhere along Cape Cod National Seashore's 40 miles of sand before digging into a plate of fried clams or retreating to a quaint bed-and-breakfast . When planning your visit, keep in mind that each Cape Cod town is a little different. You'll find upscale shops in Chatham, historical landmarks in Sandwich, sky-high sand dunes in Wellfleet and a thriving LGBTQ community in Provincetown. Cape Cod's ample restaurants, boutiques, art galleries and ocean views are enough to keep you busy for days.

In the mood for an adventure? This more than 47,000-acre national park in Maine, one of the state's top attractions , is perfect for hiking, biking and rock climbing, among other outdoor activities. Your top priority should be to hike 1,530-foot-tall Cadillac Mountain – it's the first spot in the country to catch a sunrise from October to March. If you're not a fan of hiking, rent a car and make the drive along the 27-mile Park Loop Road. You'll pass the dramatic edge of Otter Cliffs and the cave at Thunder Hole, as well as other wonders visible from the road's pull-off observation areas.

The largest city in New England is fairly compact and walkable – perfect for sightseeing in just a few days. History buffs can follow the Freedom Trail to learn about the American Revolution before stopping for a beer at the historic Bell in Hand Tavern. Foodies can get a taste of Italy in the North End or indulge in some fresh oysters and clam chowder in the Seaport District. Meanwhile, fashionistas can browse the many shops on Newbury Street, and souvenir hunters can visit Faneuil Hall Marketplace. No matter your interests, your trip to Boston would not be complete without visiting Fenway Park.

Despite its small size, Nantucket has no shortage of activities. Board a ferry from Cape Cod or fly into the island's airport to enjoy a unique Massachusetts vacation. Visit Cisco Brewers for private brewery, vineyard and distillery tours, or simply enjoy the food trucks and live music. While Nantucket is a walkable island, many visitors enjoy renting bikes or mopeds to explore the area, especially tiny Siasconset Village. You'll want to also save time for watching the sunset at Madaket Beach on the island's west coast.

It doesn't get more relaxing than Kennebunkport, Maine. You can lay on sandy beaches, stroll through quaint boutiques and sample local specialties like lobster rolls, oysters and blueberry pies. There are also plenty of unique ways to see the town, including on foot during a food tour, by boat while on a lobster boat tour and by trolley with Intown Trolley. Plus, you can stop along the way to take pictures of Walker's Point – the Bush family compound. Keep your eyes peeled for other famous faces, as Kennebunkport is a popular celebrity vacation destination.

Although Stowe's small-town charm and dramatic vistas make it a beautiful destination year-round, snow lovers won't want to miss this Vermont retreat in all its winter glory. Stowe is dubbed the "Ski Capital of the East," but this New England hideaway is also ideal for snowboarding, snowshoeing and dog sledding. If you'd rather visit during the warmer months, consider hiking the Stowe Recreation Path or driving the Auto Toll Road to the top of Mount Mansfield for unbeatable views of the Adirondack Mountains. Whichever season you prefer, fans of "The Sound of Music" can't miss a visit to Stowe's Trapp Family Lodge.

If historic walking tours, charming bistros and tax-free shopping describe your ideal New England weekend, book your ticket to Portsmouth, New Hampshire, today. Take a narrated boat tour of the Isles of Shoals, or spend the day exploring Market Square, the gem of downtown Portsmouth. For a breath of fresh air, sink your toes in the sand at nearby Wallis Sands State Beach or stroll through the gardens at Prescott Park. Time your visit for summer to attend the Prescott Park Arts Festival, which transforms this beautiful green space into a vibrant outdoor performance venue.

Whether you're looking for a quiet mountain hideaway or an activity-filled weekend, potential abounds in the White Mountains. Designated as a protected national forest, the White Mountains cover parts of New Hampshire and Maine. Take the scenic route along the Kancamagus Highway, and consider stopping at a campground along the way. If you're visiting in summer, hike, drive or take the Mount Washington Cog Railway to the summit of its namesake for spectacular views. In winter, shred powder on some of the best ski slopes in New England before curling up with a cup of hot cocoa at a bed-and-breakfast.

Walk any direction on Block Island and you'll end up at a free public beach. This oasis off the southern coast of Rhode Island features 17 miles of shoreline, as well as old-fashioned cottages and two historical lighthouses. Take in sweeping ocean views from Mohegan Bluffs, or look for animals at Block Island National Wildlife Refuge. If you want an adrenaline rush, try snorkeling in the island's crystal-clear waters, biking around its picturesque perimeter or hiking its Clayhead Trail. A quick ferry ride from the mainland will take you to Block Island, making it an easy weekend retreat.

The rolling mountains of the Berkshires attract everyone from artists to nature lovers to city dwellers looking for an escape. This region of western Massachusetts has long been a culture and history hub. Charming towns like Great Barrington and North Adams draw visitors with their quaint main streets and historic homes. The town of Lenox is home to the famous Tanglewood concert venue, while the town of Pittsfield boasts many theaters and art galleries. You'll find a variety of festivals to attend in summer, vivid foliage in fall and plenty of skiing in winter.

Situated in western Maine's Carrabassett Valley, Sugarloaf Mountain has a lot to offer travelers looking for an exciting weekend getaway in New England. In winter, enjoy a range of cold-weather activities – including cross-country skiing, snowboarding, snowshoeing, ice skating, tubing and more – at the mountain's namesake ski resort. In summer, take advantage of the warmer temperatures by mountain biking, zip lining or hiking sections of the famous Appalachian Trail.

About 20 miles northeast of Boston, this Massachusetts town is best known for the witch trials of the late 17th century, which you can learn all about on a historical walking tour. For an even bigger dose of local culture, visit in October when the town hosts Halloween-themed events all month long. You'd also be remiss to skip top sights like the Peabody Essex Museum and The House of the Seven Gables, the setting of Nathaniel Hawthorne's 1851 novel of the same name.

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New England Wanderlust

Connecticut , Fall , Maine , Massachusetts , New Hampshire , Rhode Island , Vermont  ·  June 7, 2023

The PERFECT New England Fall Road Trip Itinerary: 3, 5, 7, 10 & 12 Day Options! (2024)

There’s a reason why New England is world-famous for fall foliage, and if you’re looking to plan the most amazing New England fall road trip, you’ve come to the right place! I’ve been traveling throughout this region for over 15 years, and have done so many fall foliage road trips and getaways in that time. It took me a while, but I’ve finally put together the perfect itinerary for you based on years of real experiences.

This post details the best places to visit in New England during fall foliage season that are worth the hype (and your time!), the best times to plan your road trip, and also, which places may not be worth your time. So, you can rest assured that you’re truly seeing the best of the best with my itinerary.

This itinerary is also geared toward first-timers and those looking to find the best foliage spots . If you’ve experienced New England in the fall season before, many of these locations and tips may already be familiar. However, I’ve also sprinkled in some insider tips, so it’s still definitely worth reading 😉

During this trip, prepare to see idyllic countryside landscapes, blazing fall color, beautiful covered bridges, charming towns, general stores, epic overlooks and hiking trails, and so much more. Basically, you’ll get your fill of New England charm right from the start, and it won’t stop until the trip is over. Sound good? Then let’s get started!

New England Wanderlust contains affiliate links, and is a member of the Amazon Services LLC Associates Program. We may earn a commission from any purchases you choose to make from our links, at no additional cost to you. For more information, please refer to our  Privacy Policy .

What Is The Best Time To Visit New England For Fall Color?

In a nutshell, the first two weeks of October. However, it does vary depending on where you’re heading.

The first thing you need to know is that foliage will peak in the northern areas first, then peak in the southern areas later . For that reason, I recommend that you start in the north if you can, especially for a longer trip, but it’s not always necessary for shorter trips.

If you’re planning a bucket list 2-week adventure, starting in the north is a good call because peak foliage can begin to diminish quickly, depending on the season and climate patterns. However, if you’re traveling for closer to a week, this won’t be as important.

Most people will choose to visit Maine, New Hampshire and Vermont during their New England fall road trip (and spoiler alert: this is also where I’ll be suggesting you go!), so this timeframe works very well for these areas.

The central part of Vermont will often peak right around Indigenous People’s weekend in October, and for a getaway to popular towns like Stowe and Woodstock, this is the perfect weekend to plan your trip.

Massachusetts often peaks right around Indigenous People’s weekend as well, with southern MA peaking a week or so later.

Many parts of Maine, including Acadia National Park, and the Midcoast, will typically peak around the middle of October.

The greater Boston area, and Connecticut will peak mid-late October, depending on the year.

How Many Days Do You Need In New England In The Fall?

The great thing about New England in the fall is that you can easily do a weekend getaway and still pack a lot in, or you can plan an epic 12 day road trip for the ultimate adventure. And either way, it’s going to be incredibly memorable.

If you’re coming in from a distance, especially if you’re flying in, I would say 10 days is a great option, 12 days is even better, and 7 days is also wonderful. Of course, with 12 days, you’ll be able to see so much or plan extra time in some places. But even with 7 days, you’ll get to see quite a bit.

If you’re local to New England, and don’t have 10 days, 7 days is again a nice sweet spot. 5 days will also work in this case. And, as mentioned, even a weekend away will allow you to experience some of the best this region has to offer in the fall season.

The great thing about the best places for fall foliage are located in some of the smallest states, so you can cover a lot of ground in a short amount of time.

Best Places To See On A New England Fall Road Trip

While every New England state has something special to offer during fall foliage season, for the purpose of seeing the absolute best spots, I recommend sticking to Maine , Massachusetts , New Hampshire and Vermont . And flying into Boston.

Because these areas offer the most spectacular displays of foliage, most picturesque scenery, tons of things to do, and they’re all reasonable close to one another, allowing you to maximize your time.

Here’s why I don’t necessarily recommend states like Connecticut or Rhode Island if you have less than 10 days – they’re further away from the best places to see in the fall.

I truly love every single New England state, and I do really enjoy Connecticut in the fall – especially the northwest corner. However, it’s so far west that you’ll spend more time driving to get there, and possibly forgoing some really spectacular places in Maine, New Hampshire, Massachusetts, and Vermont.

If you have 10 days or more for a New England fall road trip, then I would highly suggest you consider adding in the Litchfield Hills regions of Connecticut , which you’ll see I included in my itinerary. It’s also very close to The Berkshires region, so you can combine it with that part of the trip, depending on how much time you have. However, with less than 10 days, I personally don’t feel like it’s worth it. Especially for first-timers.

If you’ve already seen some of the places I’m recommending in this post, then definitely try to swing over to Connecticut and experience a new area during the fall!

If you have less than 10 days, you may even want to focus all your time on Vermont and New Hampshire. The reason for this is because some of the best places for fall foliage in Maine are further north. I think places like Acadia National Park are very worth seeing (and you’ll see I’ve incorporated it into some of my itineraries!). However, if you prefer a slower pace and less driving, Vermont and New Hampshire are the absolute best places to see .

Some Things To Know About My Itineraries

They all begin in Boston , assuming that’s where most people will fly into if visiting from a distance. If you fly into a different airport, or are driving in, you can easily adjust your plans as needed.

They’re done in true road trip style , meaning there’s a lot of driving, and mostly 1-night stays. There are some places I recommend 2 nights in, but you can adjust this based on your preferences. If you want to stay longer in one place, definitely go for it!

I give you options! Of course, I stand by all my suggestions ☺️ However, I know everyone has different travel styles and speeds, so I encourage you to to tailor this to what you think you’ll enjoy the most. I’ve given you suggestions on how to adjust the itinerary based on your preferences.

10 Day New England Fall Road Trip Itinerary From Boston

Okay, let’s get into my perfect New England fall road trip itinerary options! We’re beginning with my suggestions for an incredible 10 day adventure.

10 Day Road Trip Overview

Day 1 : Arrival In Boston Day 2 : Explore Boston Or Take A Day Trip To Salem Day 3-4 : Bar Harbor/Acadia National Park + An Optional Stop In Salem Day 5 : Jackson, NH Day 6 : Franconia, NH (Driving The Famous Kancamagus Highway To Get There!) Days 7-8 : Stowe & Woodstock, VT Day 9 : The Berkshires and/or Litchfield, CT Day 10 : Back To Boston + A Stop In Sturbridge, MA or Litchfield, CT

Breakdown Of The 10 Day Itinerary Option

Day 1: Arrival In Boston Take this time to arrive, get settled, and maybe take in a few sites around the city! Have some time on your first night here? Jump down to Day 2 for some suggestions on what to do!

Where To Stay In Boston:

• Luxury : The Langham
• Splurge : Boston Harbor Hotel
• Moderate : Revere Boston Common

Pro Tip On Fall Foliage In Boston : Foliage peaks later than the rest of the places listed in this itinerary – usually mid-late October. So while you probably won’t see peak foliage in Boston if you plan your trip for peak foliage in Vermont, New Hampshire and Maine, it may catch a glimpse of it on your back if you’re planning a longer trip! Or, you can leave the airport to immediately begin your drive to Maine, and plan to stay a night or two in Boston before you have to fly out.

Day 2: Explore Boston

Boston during the fall season has so much to see and do, but here are some highlights to consider if it’s your first visit:

• Public Gardens (very scenic garden area with a beautiful pond and pedestrian bridge (also makes for lovely photos!). This is a good spot for fall foliage in the city, too.
• Newbury Street for shopping
• The North End for history and food
• Beacon Hill for charming cobblestoned streets at the famous Acorn Street
• Take a food tour if it works with your schedule. There’s incredible food to be had in Boston, and taking a tour with a local expert is a great way to sample lots of delicious things in a short amount of time!

Click here to check out my post on the best Boston food tours!

Day 2: Optional Day Trip To Salem

If you would prefer to take a day trip to Salem, rather than stopping on your way to Acadia National Park, this is a great option! And really, there’s no right or wrong choice here – it just comes down to which you prefer.

Salem is an easy day trip from Boston without a car because of this convenient ferry! Click here to check out the Boston → Salem Ferry!

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

Day 3: Drive To Bar Harbor & Acadia National Park

Acadia National Park is one of the best things to do in New England year-round, so this is definitely a must if you’ve never been. It also offers some really wonderful foliage, and fall is my personal favorite season to visit for this reason.

This drive from Boston to Bar Harbor takes about 5 hours without stops, which is why I usually suggest you make a pitstop to break up your journey. I actually have some posts on stops you can make along the drive, so be sure to check those out below.

But since Salem is really the ultimate fall destination in Massachusetts, I suggest you pick that as a stop on the drive 🙂

Bar Harbor is the town adjacent to Acadia National Park , and where most people will choose to stay when visiting. Once you arrive, take some time to get settled, and then head out into downtown Bar Harbor to explore this charming seaside town, visit the shops, and grab a great dinner!

Where To Stay In Bar Harbor:

• Bayview Hotel . An oceanfront boutique hotel with awesome views. Perfect for a splurge on your trip!
• Bar Harbor Villager Motel . Clean, updated and spacious. Also, walkable to everything in town.
• Little Fig Hotel . A cute, modern boutique hotel walkable to town.

Here are some posts that will help you further plan this portion of your trip:

• Best Stops To Make Driving Boston To Portland, Maine
• Best Stops To Make Driving Portland to Acadia National Park
• The Perfect Acadia National Park Itinerary (read this one for more information on Bar Harbor and things to do!)
• Best Time To Visit Acadia National Park
• Best Towns To Stay When Visiting Acadia National Park

Day 4: Explore Acadia National Park

Even in just 1 day, you can visit some of the best places in the park, and also some really wonderful fall foliage spots. Here how I suggest you plan your day:

If you’re up for it , starting your day with sunrise at the top of Cadillac Mountain is always incredible! It’s one of the first places in the U.S. to see the sunrise, depending on the time of year, and starting October 7 through March, it’s the very first spot in the country to see the sun come up. This will be great for fall foliage, too. You can also choose to do this the following morning before leaving.

Next, head to the Jesup Path scenic walk , which is especially beautiful in the fall season.

Then, park at the Sand Beach parking lot , and walk the Ocean Path for incredible views . This is 1-mile each way, but offers some of the most iconic views in the park, including the Otter Cliffs and Thunder Hole. It’s also flat and easy, making it very relaxing. Have your camera ready for this one!

For a more advanced hike with awesome foliage views, you can do the Beehive Trail from Sand Beach lot, too.

Continue on Park Loop Road to Jordan Pond House for lunch , and enjoy the views of the pond and mountains. You can also choose to walk around the pond if you have time after lunch.

For more foliage views, hike the Bubble Rock Trail after lunch.

Day 5: Drive To Jackson, NH + Spend The Night

Without stops, this drive takes about 4 hours and 15 minutes.

One stop I suggest making on the way if you enjoy local craft beer is the Oxbow Beer Garden in Oxford , ME . It’s got a very cool outdoor setting, and they have fantastic craft beer.

I recommend spending the night in Jackson because it’s a longer drive from Bar Harbor, and there are some fun things to do in the area. Also, there’s a very scenic drive called The Kancamagus Highway that’s stunning in the fall season with foliage, and I want to make sure you have time to drive it. But more on that in Day 6 🙂

Here are some fun fall things to check out in Jackson:

• The Cog : This mountain railroad takes you to the summit of Mount Washington, the tallest peak in New England! It’s about 45 minutes from Jackson, but you’ll drive through Crawford Notch State Park , which is very scenic, and The Cog is simply incredible in the fall season. If you leave Bar Harbor early enough and have time to do this, I highly recommend it!
• Honeymoon Covered Bridge & Flossie’s General Store
• Glen Ellis Falls
• The cute town of North Conway

Where To Stay In Jackson:

• Christmas Farm Inn (this place is super cozy!)
• The Inn At Thorn Hill & Spa

Option To Stay In North Conway : North Conway is only about 12-15 minutes from Jackson, so you can really stay in either. I think Jackson has better hotel options, and it’s a bit closer to The Cog, which is why I suggested you stay there. But either town works for your New England fall road trip!

Here are some fun things to check out in North Conway if you choose to visit:

• Cathedral Ledge Distillery
• Ledge Brewing Company (between North Conway and Jackson, technically)
• The cute downtown area and Zeb’s General Store (one of my all-time favorite general stores!)
• North Conway Scenic Railroad

Day 6 – Drive The Kancamagus Highway To Franconia, NH

The Kancamagus Highway (Route 112) is a scenic drive that’s regarded as one of the best drives for fall foliage, so this is something you’ll definitely want to do on your New England fall road trip. It connects the towns of Woodstock and Conway, so you can easily start this drive just a few minutes from Jackson or North Conway.

For this day, I suggest you get up early to make sure you have time to explore Franconia Notch State Park after driving The Kanc.

Tips For Driving The Kanc:

• Remember earlier in the post when I said you’ll lose cell service in much of New Hampshire and Vermont? Well, this is one of those drives where there’s no service, so offline your maps before starting!
• There are no bathrooms or gas stations on the drive, so plan accordingly.
• The Kanc takes about 45 minutes one-way without stops, but you’ll want to budget about 2 hours to make some stops at the overlooks.
• During the fall season, especially on weekends, it’s possible traffic could slow down as people try to pull in and out of the parking areas. Plan for some slower traffic.

Pro Tip : Before hopping onto The Kanc, there’s a great little place called Cheese Louise just before the entrance to The Kanc, and this is an awesome place to grab some food before the drive! Especially on a chilly, fall day, a grilled cheese sandwich totally hits the spot, right? 😍

Stops To Make On The Kanc (in order from Conway to Woodstock):

• Albany Covered Bridge
• Rocky Gorge Scenic Area (parking can be found at 44.0016667175862, -71.27716637107925)
• Sabbaday Falls
• Sugar Hill Scenic Overlook
• CL Graham Wangan Overlook
• Hancock Overlook (this one is right at the famous hairpin turn – can’t miss it!)
• Lincoln Woods Trailhead – Scenic suspension bridge over the river that’s not far from the parking lot.

🍁 Before hopping on The Kanc, consider downloading this great audio tour to enhance your drive – Click here to check out this audio tour!

There are also tons of hiking trails along The Kanc , so if you’re looking to squeeze in a hike on the drive, this is something to consider. But if you don’t have extra time, I would suggest moving on to Franconia Notch State Park, and only doing hikes along The Kanc if you’re able to add an extra day in.

After The Kanc, your next stop is Franconia Notch State Park . And this is where most of the top things to do are , especially in the fall season .

Flume Gorge is one thing I recommend you do if you can only pick one attraction. Flume Gorge is a very fun 2-mile loop trail that takes you over 2 covered bridges, and through the granite gorge. Along the trail, you’ll have some really gorgeous spots to admire the fall foliage, too.

Not sure if this is right for your itinerary? Click here to check out my detailed post in if Flume Gorge is worth visiting , and everything you need to know to plan the perfect visit.

Pro Tip: Buy your Flume Gorge ticket online in advance to save a few bucks! On weekends in the fall season, it’s also possible that certain time slots will sell out. This is another reason to book in advance.

If you have time to explore more of Franconia Notch State Park, I also recommend these activities:

• Cannon Mountain Aerial Tramway
• Artist Bluff Trail (famous spot that ends overlooking Echo Lake – amazing during foliage season!)
• The views at Echo Lake Beach

Where To Stay Near Franconia:

• Sugar Hill Inn – 15 mins from Franconia Notch Park, and is rated as the best B&B in New Hampshire!
• Riverwalk Resort – 5-7 mins from the top attractions in Franconia.
• Woodstock Inn & Brewery – Cozy inn with a brewery.

Here are some posts to help you plan this portion of your trip:

• Fun Things To Do In Franconia, NH
• Fun Things To Do In Littleton, NH
• Fun Things To Do In Lincoln, NH
• Where To Stay In New Hampshire In The Fall
• Where To Stay In The White Mountains: Guide To The Towns

Day 7 – Drive To Stowe Or Woodstock, VT

Begin your day in New Hampshire with a country breakfast at Polly’s Pancake Parlor! This place is famous in New England, and truly has some of the most amazing pancakes I’ve ever had. It does get busy in the fall season, but man, it’s so worth it.

Then, on to Vermont you go! For the next 2 nights, you’ll want to choose between Stowe and Woodstock, VT as your home base. These towns are the absolute best to visit during an autumn trip to New England because they have some of the best fall foliage in Vermont , and tons of small-town charm. They’re only 1 hour and 15 minutes from each other, so, you can choose where you want to stay, and then visit the other as a day trip.

The drive to both Stowe and Woodstock is 1 hour and 30 minutes from Franconia , and since this is a shorter drive, you can make some stops along the way, or drive straight there. Stowe and Woodstock both have a lot to do, even though they’re small towns, so it’s beneficial to drive straight there and make sure you have plenty of time to explore.

If you choose to stay in Woodstock, I suggest stopping at the King Arthur Baking Company campus on your way because it’s pretty much on the direct route. It’s a really fun place with fresh baked goods and breads, a café, and a fun shop where you can stock up on pantry staples and baking mixes.

Do I recommend you stay in Stowe or Woodstock? I honestly love both equally! There’s no wrong choice here.

The biggest difference between the two is that Woodstock feels a bit more upscale, and Stowe definitely has a very casual feel to it. But the difference is minor. Both have charming covered bridges, great shops, amazing restaurants, a quaint town feel, and plenty of things to do.

Where To Stay In Stowe :

• The Green Mountain Inn . It’s located right on Main Street, so you can walk to a lot of places.
• Spruce Peak Resort . Perfect for those wanting a resort feel, and it’s right off the scenic Smugglers Notch drive. There are rooms with gorgeous mountain views here, too.

Where To Stay In Woodstock :

• The Woodstock Inn & Resort . It’s referred to as Vermont’s most beautiful address, and it’s in the heart of Woodstock’s village. This is a luxury hotel that’s worth it!
• 506 Inn On The River . Located just outside of the village, this is a modern and cozy inn, well … right on the river 😉

Here are some posts that will help you plan your time in Stowe and Woodstock:

• Best Things To Do In Stowe
• Best Things To Do In Woodstock

Day 8 – Explore Stowe & Woodstock, VT

Depending on where you stay, you’ll want to take a day trip to the other town this day. Below are breakdowns of the can’t miss things to do in each town .

Best Things To Do In Stowe :

• Explore the cute shops along Main Street (don’t skip the Stowe Mercantile!)
• Drive Smugglers Notch for amazing foliage.
• Ride the gondola to the top of Mount Mansfield, the highest peak in Vermont (this is epic during the fall season!). This is located at the midway point along the Smugglers Notch drive.
• Visit Emily’s Covered Bridge, and learn about it’s spooky history.
• Sample the hard cider at Stowe Cider.
• Sip on craft brews at Alchemist Brewing (one of my favorites in New England).

Best Things To Do In Woodstock:

• Stroll through the charming downtown shops and eateries.
• Pop into Mon Vert Café for a warm drink.
• Snap a photo with Middle Covered Bridge in town.
• Drive over Taftsville Covered Bridge to visit Sugarbush Farms. You’ll be able to sample homemade cheese and fresh maple syrup here, and also take in amazing foliage views.
• Visit Billings Farm & Museum.
• Drive over to Sleepy Hollow Farm to see the famous farm landscape spot.

Day 9 – Drive To The Berkshires Or Litchfield, CT

Next up – The Berkshires or Connecticut! This choice is yours entirely. Let’s start with the option to drive to The Berkshires.

The Berkshires is an iconic region in Massachusetts that’s a really great one to visit for fall foliage. Here, you’ll find cute towns, loads of fall color, lots of scenic hikes and walks, and awesome dining options.

Depending on which town in Vermont you’re coming from, the northern region of The Berkshires area will be just over 2 hours from Woodstock, or just over 3 hours from Stowe .

The drive from either town to The Berkshires will pass through Rockingham, VT, and you’ll definitely want to stop here to visit the Vermont Country Store! There’s also the very cute Kissing Covered Bridge here that makes for a fun photo.

Once you arrive in The Berkshires, I suggest you start in Williamstown, and drive the scenic Route 7 down to Sheffield. This drive without stops takes about 1 hour and 15 minutes, but I would budget at least a few hours to make stops and enjoy some other fun activities. This route packs a lot into a perfect fall day, without a lot of driving.

During this drive, these are the best stops to make:

• The Mount Greylock Auto Road to the highest peak in Massachusetts (absolutely amazing in the fall season!).
• Make a detour off Route 7 to Bartlett’s Orchard in Richmond for the perfect fall farm experience.
• Continue with your short detour to Hilltop Orchards, which is 5 minutes from Bartlett’s, and where you can sip on artisanal craft ciders!
• Walk through the charming town of Lenox.
• Stroll through quaint Stockbridge, too!
• Snap photos with the covered bridge in Sheffield.

Where To Stay In The Berkshires:

• The Red Lion Inn . A historic and famous inn in the heart of Stockbridge.
• The Dewey . A cozy, traditional New England B&B in Lenox.

The other option is to drive to Litchfield, CT , which is south of The Berkshires. It’s a longer drive from Vermont, but you could also turn this into a fun road trip day by driving the same Route 7 itinerary as mentioned above through The Berkshires, and then continue on to the Litchfield Hills. I would probably only choose this option if you wanted to take your time exploring the awesome stops along Route 7 in The Berkshires, arrive in CT in the evening, and then explore this region of CT the next morning before your drive back to Boston.

How To Spend Your Time In Litchfield Hill, CT:

Since you’re likely coming down through the western border of Massachusetts, I would start in Kent, and work your way east. You probably won’t have time to do everything on this list, but pick and choose based on your preferences and schedule.

• Explore the cute town of Kent, and then visit Kent Falls State Park if you have time.
• Continue to follow Route 7 to New Milford. The drive is very scenic!
• Stop in New Milford to enjoy the quaint town, and then visit Lover’s Leap Bridge.
• Head over to Washington, and then continue on to Mount Tom State Park for awesome foliage.
• End in the charming town of Litchfield.

Where To Stay In The Litchfield Hills : Litchfield Inn . Refined and still very cozy, and one of the best in the area!

Should I do The Berkshires or Litchfield, CT? Personally, I would stay stick to The Berkshires since this will allow you a more relaxed itinerary. There’s so much to do, and plenty of foliage scenery to take in. If you do the Route 7 drive quicker than you were anticipating, you could always shoot down to the Litchfield Hills for an impromptu adventure 🙂

I would choose to add on the Litchfield Hills if you’re feeling adventurous, and really want to see as much of New England as possible.

Day 10 – Drive Back To Boston, Stopping In Sturbridge or Litchfield On The Way

If you have time to explore another cute town on your drive back to Boston, I would suggest either tacking on a quick drive through the Litchfield Hills, CT if you didn’t already, or a stop in Sturbridge, MA. Sturbridge is more on the way to Boston, and offers beautiful foliage.

How to spend your time in Sturbridge, MA :

• Visit Old Sturbridge Village for all the cozy fall New England vibes (this is a must if you have time!).
• Pop into Saw Dust Coffee & Dessert Bar for lunch and treats.
• Sip on craft beer at Altruist Brewing Company.

And of course, as mentioned in the previous day’s itinerary, the Litchfield Hills region has plenty to offer for foliage views, small towns, and beautiful scenery.

But, if you have a flight to catch, then don’t risk it, and head straight to the airport! 🙂

Optional Adjustments For The 10 Day Itinerary:

• You can easily cut out Acadia National Park, and head straight to New Hampshire, and choose to spend more time there. Acadia is out of the way, and further north, so I know it doesn’t suit everyone’s plans. This would allow you time to definitely ride The Cog, and have a more relaxed schedule.
• If you would rather have more time in Vermont, you can skip The Berkshires/CT. This is personal preference! Both areas are amazing for fall foliage, but nothing is quite like Vermont in the fall. This would allow you time to move at a slower pace. If you decide to skip The Berkshires/CT and stay in Vermont for a third night, see my 12 day itinerary, option 3 for suggestions on what to do!

12 Day Road Trip Itinerary Option

If you have 12 days (or more!), this is truly awesome. I would follow my 10 day itinerary, and then take one of these suggestions:

Option 1 : Add in 1 day to see Litchfield, CT after The Berkshires . Since you have the extra time, you can definitely see the Litchfield Hills region of Connecticut with this itinerary! I would recommend this option for those who really want to see as much of New England as possible, and make all the rounds.

Option 2 : Add an extra day to Littleton/Franconia. This region has so many great hikes and places to spot fall foliage. It’s well worth adding a day to this part of the trip if you have the extra time. This would allow you a half day to ride The Cog, and takes more scenic walks and hikes to enjoy the fall foliage.

Option 3 : Add an extra day to Vermont. On your extra day, you can take a day trip to Burlington and Shelburne, or spend the day driving the back roads .

Burlington & Shelburne, Vermont things to check out :

• First, the drive from both Stowe and Woodstock to Burlington on I-89 is beautiful in the fall. You’ll see lots of mountains ablaze with fall color.
• In Burlington, check out the waterfront area, and walk along Lake Champlain.
• Burlington also has an awesome craft brewery scene, and Foam Brewers is especially great.
• The American Flatbread restaurant in Burlington is a cozy place to stop for lunch.
• Church Street Marketplace in Burlington is a must!
• In Shelburne, you’ll want to spend most of your time walking around Shelburne Farms. This is a historic farm once owned by the Vanderbilt family, and has beautiful hiking trails, and you can also sample their homemade cheeses. Definitely do the Farm Trail, which takes you to an epic view of Lake Champlain.

Vermont back roads driving itinerary near Stowe :

This drive is easier to do from Stowe, but it’s also doable from Woodstock if you’re okay with a longer day. This itinerary is is order based on departing from Stowe, but you can also adjust based on which town you’re coming from 🙂

• The covered bridges in Montgomery, including Montgomery covered bridge (which is actually in Waterville), and Longley Covered Bridge.
• Barn Owl Bistro is a hidden gem nearby that’s a great little pitstop.
• The town of Cabot and the nearby AM Foster Covered Bridge are really beautiful areas to visit full of rustic Vermont charm.
• Peacham is a very small town with iconic landscapes and scenery.
• Bogie Farm in East Ryegate is a landscape that worthy of a postcard, and is especially beautiful in the fall.
• The drive between all these destinations will also be lovely and scenic, and packed with fall color.

1 Week (7 Day) New England Fall Road Trip Itinerary

If you have 7 days, welcome to your itinerary! This option is the same as the 10 day option, but eliminates Acadia National Park to save time.

7 Day Road Trip Overview

Day 1 : Arrival In Boston Day 2 : Drive To Jackson, NH + A Stop In Salem, MA Day 3 : Drive To Franconia Along The Kancamagus Highway Days 4-5 : Drive To Stowe or Woodstock, VT + Stay 2 Nights Day 6 : The Berkshires Day 7 : Return To Boston

For this itinerary, you can also eliminate The Berkshires, and stay an extra night in Jackson or Franconia.

5 Day New England Fall Road Trip Itinerary

With 5 days, you can go in a few different directions, and below, I break down my suggested options, and the benefits of each. This way, you can tailor it to your preferences.

Option 1 : Spend two nights in Boston with a day trip to Salem, then spend 3 nights in Stowe/Woodstock, VT.

Option 1 is perfect if you prefer staying in one place longer. This itinerary will allow you to stay in the same hotel in Boston for 2 nights, and take an easy day trip to Salem for the perfect fall day of Halloween fun and history! Then you can pick up your rental car (if you haven’t already), and drive to Stowe or Woodstock, VT for 3 days to explore both towns.

With 3 days in Vermont, you can easily see both Stowe and Woodstock, and maybe even plan a day of driving around the back roads. See the 12-day itinerary option for my suggestions on driving the back roads around Vermont during foliage season .

Option 2 : Spend 1 night in Boston, stop in Salem on your way to Franconia and spend 2 nights in Franconia. Then spend 2 nights in Stowe/Woodstock, VT, and then drive back to Boston.

Option 2 is perfect for those who still want to see as much as possible in 5 days. You’ll get to see a bit of New Hampshire and Vermont, while making a stop in Salem.

Note: For this itinerary, I would drive from Salem to Conway, and the drive The Kancamagus Highway on your way to Franconia so you get to experience the fall foliage along this route. But this itinerary option eliminates the stay in Jackson, as there are more fall things to do in Franconia.

Option 3 : Spend 1 night in Boston, 1 night in Salem, 3 nights in Stowe/Woodstock, VT, and then back to Boston.

Option 3 is perfect for those who really want to spend some time in Salem. This itinerary allows you to spend a whole night in Salem to really enjoy all the Halloween festivities and tours, and then you can spend 3 beautiful days in Vermont.

I excluded New Hampshire from this option because I felt like it would be too much to cram in when adding 1 night in Salem. But if you were feeling adventurous (I’ve been there, I get it! 😂), you can drive to Franconia, NH for 1 night after Salem, and then do 2 nights in Vermont instead of 3.

3 Day New England Fall Road Trip Itinerary

3 days in New England is the perfect long weekend getaway!

With 3 days, I suggest you stay in one location , and add day trips . If you’re flying into Boston, you can stay 1 night in Boston if needed, and then drive to Vermont or New Hampshire for 2 nights. If you’re not flying in, you can spend all 3 nights in Vermont or New Hampshire.

Stowe is very close to New Hampshire, and it’s only about 1.5 hours from Franconia. You can easily do a day trip from Stowe to New Hampshire, or vice versa, for this type of itinerary.

It would also be easy to work in a stop in Salem, MA, either on your way in or out of Boston.

Weekend New England Fall Road Trip Itinerary

For a weekend getaway in New England (essentially, 2 days), I would also recommend you stay in one place and take a day trip. For this itinerary, I almost always suggest Stowe or Woodstock. You can stay in either town, and spend 1 day exploring that town, and then the next day, exploring the other as a day trip.

Vermont Fall Road Trip Itinerary

Looking to just see Vermont? Excellent choice. It’s my personal favorite fall destination in New England (even though it’s a very close call 😉)

For a Vermont fall road trip , you can really do it in anywhere from 5-7 days. Of course, more is better to really see everything, but generally speaking, you can actually make it happen in a week or less. A popular route to take in Vermont is Route 100 , which runs the entire length of state, right through the middle. This allows you opportunities to veer off and see some other places as well.

For the purpose of this itinerary, I’m going to provide a week-long (7 day) itinerary, and you can adjust it to your own plans.

Day 1 : Bennington & Manchester Day 2 : Drive to Woodstock, stopping in Grafton and Weston on the way Day 3 : Spend the day in Woodstock Day 4 : Drive to Stowe, stopping in Montpelier if you’d like Day 5 : Spend the day in Stowe Day 6 : Staying in Stowe, take a day trip to Burlington & Shelburne Day 7 : Drive back

Day 1 Suggestions : Bennington and Manchester are pretty close to each other, so you can easily do both in one afternoon. There are some wonderful covered bridges in the area to see, and here are some more things to check out:

• The Bennington Battle Monument for fall foliage scenery.
• Downtown Bennington for shopping on Main Street (small, but cute!).
• Apple Barn is a few minutes from Main Street for a fun country store and bakery.
• Zoe’s in Manchester for lunch (great sandwiches!)
• Downtown Manchester for shopping in a cute town (don’t skip Northshire!)

Day 2 Suggestions : Grafton is a very small town, but it’s quintessential Vermont. It has a cute little cheese shop, and a nice little market/cafe called MKT Grafton, which is perfect for a quick bite. Also, swing by Weston to visit the Vermont Country Store.

For the rest of the itinerary, refer to the 10 day option for details 🙂

Click here to check out my post on a Vermont covered bridges road trip!

New Hampshire Fall Road Trip Itinerary

My second favorite fall foliage destination! Here’s my suggested itinerary for a New Hampshire-only fall road trip.

To just see New Hampshire , you can also spend anywhere from 4-7 days.

With 4 days, you can easily just stick to the White Mountains region, but I’m here to give you all my tips on even more awesome places to see in the fall season in New Hampshire ☺️ So, this itinerary will be 7 full days , but adjust as you need to!

Day 1 : Portsmouth Day 2 : Lake Winnipesaukee Days 3-4 : Littleton/Franconia Days 5-6 : North Conway/Jackson Day 7 : Drive back

Connecticut Fall Road Trip Itinerary Option

If you’ve seen all the “hot spots” around Vermont, New Hampshire, Massachusetts, and Maine, and you’re looking to explore a new part of New England in the fall, Connecticut should be next on your list!

As mentioned, my favorite place in Connecticut for fall foliage is the Litchfield Hills region. I always like to share that this region was what inspired Amy Sherman-Palladino’s creation of Stars Hollow, so Gilmore Girls fans will especially love this area.

The Litchfield Hills is very compact, and you can easily do a lot in a weekend here. However, 3-4 nights will allow you a nice, leisurely pace to explore all the amazing things this region has to offer in the fall.

The best towns to stay in in the Litchfield Hills region are:

• New Milford
• Washington/Washington Depot

Of all these towns, Litchfield probably has the most options when it comes to shopping and dining, however, they’re all very quaint and charming. I would pick whichever one has the best hotel for your plans.

If you have extra time for your Connecticut fall road trip, you can tack on places like Canaan to the north of the Litchfield Hills region, drive to Glastonbury, and then through the River Valley region, which includes the adorable towns of Chester and Essex. You can also choose to end your road trip in Mystic.

What To Pack For A New England Fall Road Trip

I always start every New England packing guide with the same thing, and this post is no different: begin to check the weather reports 5 days out from your trip to get an idea of what the weather will be like . And keep checking it until the day before you leave .

This is because weather in New England can change quickly, especially in the fall season. It’s not quite as dramatic as say … Iceland 😉 But, it can change and vary a bit. Generally speaking, fall will be chilly and a bit rainy. However, you could also have warm and sunny days. For longer trips, you’ll want to pack for both scenarios.

Here are some things I recommend you consider when packing for a fall road trip through New England:

Waterproof hiking boots . If you plan to do any hiking, or even nature walks, you’ll want a pair of sturdy boots that are waterproof. Even some attractions like Flume Gorge and other waterfalls in New Hampshire are pretty wet, so this is a good idea to stay dry and comfortable. I really like the Eddie Bauer K-6 Hiking boots. Find the women’s version here and the men’s version here . They’re a much less expensive version of the famous Danner hiking boots featured in the movie Wild !

Good hiking socks to keep your feet dry . An awesome brand to support is Tarn Tough Socks , which is a Vermont-based company. They’re an investment, but they’re also the best, and come with a lifetime guarantee!

Waterproof rain jacket to stay dry if it rains . You won’t want to let the rain slow you down, especially if there’s a lot in the forecast! So definitely pack one that’s completely water proof ( not water-resistant).

Layers . The best way to dress in the fall season is with layers. Under your rain gear, flannels, sweaters, and lightweight t-shirts (both short-sleeved or long-sleeved) work great.

Jeans . These work really well for most days. Fall in New England is pretty casual.

Hiking clothing . For any hikes you want to do, pack whatever clothes you typically wear and feel comfortable in 🙂

Comfortable sneakers or boots . When it’s not raining, a good pair of comfortable sneakers or cute boots work perfectly, depending on your plans. Since I drive from New York, I don’t usually have to worry too much about weight limits on a suitcase, so I’ll throw a pair of sneakers, flat boots/booties, and my hiking boots into the car. This is usually all I ever need.

Dinner outfits . New England is home to incredible places for farm-to-table dining, some of which are a bit more fancy. If you plan to go out for a nice dinner or two, you’ll want to pack accordingly. New England isn’t super fancy, so women can do a casual dress/jeans and a nice top with booties in the fall, and men can easily do dark-wash jeans and a button down top.

Reusable water bottle . You’ll need to stay hydrated while out exploring!

Day pack . If you plan to do any hiking, you’ll want to bring a day pack with you to carry your essentials. If you don’t plan to do any hikes, you can probably skip this, as you can keep most everything you need in your car or room.

Tips For Planning A Trip To New England In The Fall

Anticipate all kinds of weather. I’ve done many fall road trips through this region, and have had warm, sunny days, and trips where it rained almost every single day. I’ll go more into what to pack for this trip at the end of the post to help you prepare, but this is a good thing to be aware of.

Book in advance . I can’t stress this enough. Hotels and accommodations book out well in advance for fall foliage season in prime areas, and these prime areas are where you’ll be heading! If possible, begin to book your hotels at least 6 months in advance, but even 8 months is better. For reference, while I began to plan my Vermont fall road trip for the 2023 season, my favorite place to stay in Stowe, VT was fully booked during peak foliage weeks – in FEBRUARY. Yep, February.

Offline Google Maps! I can’t tell you how important this is! Even as recent as a fall 2022 road trip, I barely had service through much of New Hampshire and Vermont. I spent a lot of time just driving around hoping my service would come back, or asking people for directions the old-fashioned way. I usually offline maps, but totally forgot that trip, and it was a harsh reminder that this is a must-do.

Be respectful of private property . Popular places in foliage towns have begun to restrict tourist access to roads because too many people have trespassed to get the perfect photo. Always have an awareness of when you may be encroaching on people’s private homes and land, and follow all signage. Trust me when I say, there are so many places around this entire region that are postcard-worthy, and you don’t need to break any rules to get amazing photos!

Stay safe while taking photos. Similar to my previous tip, never put yourself or others in danger, to get a great photo. For example, if you see a spot along a road with no safe place to pull over, or the only place to pull over is private property, move on. You’ll drive by so many postcard-worthy scenes, but you can’t snap photos of them all 😉 Allow them to safely live in your memory, and only take the photos that are safe to do so.

New England’s highways charge tolls . Recently, many parts of this region have switched to electronic tolling, meaning you don’t stop when going through, and your license plate will be billed for the charges. If you’re renting a car, your rental company will go over how this all works, but they will likely just charge your card on file for any tolls you incur during your trip, which is very easy!

Lastly, prepare to pay . Yes, the sad truth is that peak foliage season in New England is expensive, and it won’t be your most budget-friendly trip ever. There are ways to keep costs down, and I’ll go more into that later in the post as well, but generally speaking, this is an expensive time to visit New England – at least, where the foliage is the best 😉

How Do To A New England Fall Trip On A Budget

So, first thing’s first, you’ll unfortunately have to rethink what “budget” means in New England, especially during peak season in the fall. It’s generally more expensive than other areas of the country regardless of the reason, so during prime foliage times, prices will go up significantly.

Especially in the past, I never had the money to spend on several nights at hotels during this time of the year, so I have learned to do it on more of a budget. Not necessarily cheap, but not as tough on the wallet 😉 Here are my tips:

• Stay in motels. I love a good hotel splurge, and do it more now than I did in my 20s and early 30s. But for most of my road trips when the focus is exploring outdoors, I stay in motels with efficiency kitchens . You can find some really nice ones, and while they’re likely to be outdated, they’re usually clean and cozy.
• Efficiency kitchens allow you to make some meals at home. For a road trip style trip, this may be more challenging, as it’s hard to bring perishable items with you to store in a fridge. But I usually try to make my own breakfasts to save money, and pack snacks to have for lunch.
• Stay outside of town. If you’re really on a tight budget, you can stay outside of the towns you’re visiting. Places like Franconia, Stowe, and Woodstock charge premium rates for peak season, so you’re likely to find deals a town or two away.
• Go camping! If you’re really adventurous, you can go camping! There are camp sites all over New England, and this will definitely be more affordable. One thing to keep in mind is the colder weather, and for this reason, some camp sites may close down after Indigenous People’s weekend in October. But many remain open, and offer Yurt-style camping, too.

New England Fall Road Trip – FAQ

Does it snow in new england in the fall.

Here’s the thing – it might if you’re up in the mountains. However, it doesn’t usually snow during peak foliage times. Usually, New England gets its first snow of the year later in October or early November. So, I wouldn’t worry about packing any snow gear or winter boots for your fall road trip.

Is Fall In New England Worth It?

A resounding yes! I truly believe this is such a magical time to visit – if not the most magical time. Despite the crowds and the cost, it’s more than worth it. Many of the landscapes you’ll see are actual stock photos and postcards, and since so many people equate the fall season to all things cozy, there’s really no cozier place to be than in New England during foliage season.

More posts you may enjoy:

• Fall In New England: The Best Things To See & Do
• Vermont In The Fall: Festive Things To Do!
• Fall In New Hampshire: The Best Things To Do
• Fall In Massachusetts Ultimate Guide: All The Best Things To Do & Foliage Spots!
• The Best 7 Day New England Road Trip Itinerary For Any Season
• Best Stops To Make On A Boston To Stowe, VT Road Trip
• Vermont vs. New Hampshire In The Fall
• Maine In October: Best Towns For Foliage & Things To Do!
• Best Vermont Pumpkin Patches & Farm Stands To Visit In The Fall
• Awesome Corn Mazes In Vermont
• Best Time To Visit New England
• Best Time To Visit Vermont

That’s A Wrap On The Best New England Fall Road Trip Itinerary

And there you have it! All my tips and expert advice on planning the most epic New England fall road trip during foliage season! This truly is such a wonderful, once-in-a-lifetime experience that everyone should do at least once, and hopefully, you’re now well on your way to planning your own foliage adventure through New England!

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20 Best Weekend Getaways in New England

From charming small towns to mountain escapes, these are the best places in New England for a weekend trip.

Anne Olivia Bauso is a travel writer and hotel expert based in New York City. She has written hundreds of hotel reviews, from 5-star Ritz-Carlton properties to treehouse eco-resorts in the jungle.

With prettier-than-a-picture countrysides, cliff-lined coasts under the watchful beams of centuries-old lighthouses, and countless small towns to stumble upon, New England is a region that merits a lifetime of getaways, weekend or otherwise. Whether you’re looking for a quick escape from the city or a romantic trip, here are 20 of the best weekend getaways in New England.

Block Island, Rhode Island

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With its towering bluffs, plains filled with native shrubs, and grand Victorian-style hotel , Block Island looks like it could really be in England. The cedar-shingled saltbox houses are what clue you back to the fact that we’re in New England, not some wind-swept corner of the U.K. Located 13 miles off the coast of Rhode Island, this quintessential seaside getaway is just as much about cruising down country lanes and walking through open heathland as it is visiting the beach.

Mad River Valley, Vermont

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Below the famous Sugarbush and Mad River Glen ski areas, the Mad River Valley is a particularly pretty nook of Vermont. And that’s on top of a surprisingly glam history (Sugarbush was once dubbed “Mascara Mountain” by Vogue due to all the fashionable model types frequenting its slopes). The skiing’s still good around these parts, but there’s also fun off-the-slopes stuff like mountain biking, farm stand shopping, and summer concerts.

Nantucket, Massachusetts

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Reverence for this 50-square-mile fleck off the coast of Massachusetts runs deep, especially when it comes to summer getaways. But forget the cars and chain restaurants that clog your typical beach scene. Instead, hop on a bike or island shuttle to visit historic lighthouses (the still-in-use Brant Point dates back to 1746!), grand homes built for whaling captains, and laid-back beaches. Refuel every few hours with a lobster roll or perfectly prepared bay scallops before spending the night at a waterfront resort like the White Elephant Nantucket .

Newport, Rhode Island

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Fans of HBO’s Gilded Age owe themselves a trip to Newport, the summer vacay spot of choice for the late-19th-century elite. Take a stroll down the Cliff Walk to see Newport’s lavish mansions on one side and the Atlantic Ocean crashing against rocks on the other. The 3.5-mile path works up an appetite, so you’ll be ready to feast like a Vanderbilt: do the (BYOB!) brunch at Cru Cafe or go big with lobster mac ‘n’ cheese at local landmark, Brick Alley Pub.

Sugar Hill, New Hampshire

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City folk looking for a slow pace and gorgeous scenic views find lots (and lots) to love in Sugar Hill. The sight of brilliant fall colors or fields blanketed in deep purple lupines — set against New Hampshire’s rugged White Mountains — is like a massage for your optic nerves. At Harman’s Cheese & Country Store, scoop up crackers and a hunk of aged cheddar to stash in your pack before hiking to Bridal Veil Falls (via the family-friendly Coppermine Trail) or summiting Mount Lafayette (Skookumchuck Trail is a toughie, but it’s well rated by hikers). 

Camden, Maine

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Often called one of the most beautiful small towns in the U.S. , Camden is a popular filming location for TV shows and Hollywood films. After enjoying a big bowl of haddock chowder on the harbor, peep the handsome Queen Anne-style houses in the historic district or make your way up to the top of Mount Battie, where the view inspired Maine native Edna St. Vincent Millay to write one of her finest poems. And remember, it’s not a trip to Maine without some quality antiquing: peruse the treasures inside Antiques at 10 Mechanic.

Martha’s Vineyard, Massachusetts

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Think of it this way: getting there is half the fun. Sure, the ferry to Martha’s Vineyard, sister island to Nantucket, can be a bit of a test for landlubbers, but once you disembark, you’ll find a treasure trove of seaside villages, luxurious hotels , bike paths, and A+ lobster rolls. First stop: Waterside Market, where yummy breakfast sandwiches are served all day (or opt for lobster salad on brioche straight out of the gate), then grab a cab or bike over to Oak Bluffs for beach time and frozen drinks at Nancy’s. Spend a day in pristine little Edgartown, with its indie shops (Edgartown Books is a real treat, as is the hidden cafe behind it), raw bars, Greek Revival mansions, and charming boutique hotels like Faraway Martha's Vineyard .

Lakes Region, New Hampshire

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Woods, rocky summits, and hundreds of lakes and ponds set the scene for this ridiculously pretty area surrounding Lake Winnipesaukee, New Hampshire's largest lake. Set in the White Mountain foothills, the region seduces leaf-peepers, walkers, boaters, cyclists, and off-roaders in search of abundant outdoor activities.

It’d be a shame not to get on the water in the warmer months, so hop aboard one of M/S Mount Washington ’s daily scenic cruises for a mimosa and postcard-worthy views of the surrounding mountains. Hikers have 28 miles of trails to explore at Castle in the Clouds and boundless views to enjoy at the top of Belknap Mountain, the highest peak in the area.

Woodstock, Vermont

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Dotted with old covered bridges, quaint cafes, and Victorian homes, Woodstock is the epitome of an idyllic New England town. At Billings Farm and Museum, say hi to the Jersey cows and draft horses, enjoy a maple sundae, and grab some smoked cheddar to go (it’ll make a tasty trail snack). Prue and Paul fans: Hop over to the neighboring town of Norwich to channel your inner Great British Baking Show contestant with a pie- and-tart-making class at King Arthur Baking Company.

Great Barrington, Massachusetts

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Part of the Berkshires, Great Barrington looks straight out of a Louisa May Alcott novel. Everywhere you look are storybook old buildings now housing bakeries, upscale grocers, and farm-to-fork restaurants. (During the holidays, the town looks like the real-life version of a snow globe.) See what’s going on at Mahaiwe Performing Arts Center, a 1905 theater hosting everything from classic flicks to big-name bands.

Bar Harbor, Maine

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Once upon a time (in the late 1800s), Bar Harbor was a summer oasis for the Vanderbilts, Rockefellers, Astors, and other VIP members of society looking to beat the heat. The appeal of this place takes no imagination; Bar Harbor is a quaint small town on Frenchman Bay and a gateway to Acadia National Park. Take a warm-up stroll along Bar Harbor’s shore path before diving into moody Acadia, where rocky shores and 150 miles of hiking trails await.

Portsmouth, New Hampshire

Drive about an hour north of Boston, and you’ll find the darling town of Portsmouth. Kick off a walking tour at Market Square, hit the Portsmouth Harbor Trail, and dedicate a couple of hours to Strawbery Banke Museum — an outdoor museum with historic structures and costumed actors bringing three centuries of history to life. Reward yourself with the oyster happy hour and a cold local Smuttynose at Row 34 before moving on to dinner at Black Trumpet, a bistro and wine bar.

North Adams, Massachusetts

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Art lovers have streamed into North Adams since 1999 when Mass MoCA opened in a previously abandoned 19th-century mill. Bed down at the art-filled Hotel Downstreet or The Porches Inn, a series of Victorian homes that once housed textile workers. The draws of this small Berkshires city don’t end with Sol Lewitt’s wall drawings and Michael Oatman’s installation art, on view at Mass MoCA. Outdoor options include seeing the continent’s only natural white marble arch at Natural Bridge State Park and hiking Mount Greylock, the highest mountain in Massachusetts. 

Westerly, Rhode Island

Westerly may not have quite the vacay clout as Newport or the Vineyard, yet the coastal town balloons in the summer with beachgoers looking to hit Narragansett Bay and Misquamicut State Beach. For a quintessential New England weekend getaway, spend at least an afternoon in the ocean-view neighborhood of Watch Hill, visiting its 1850s lighthouse and walking along the pristine beach at the Napatree Point Conservation Area.

Provincetown, Massachusetts

Journey to the farthest-flung tip of Cape Cod, and you’ll be rewarded with some of the area’s best stretches of sand, cool boutiques and art galleries, and an enchantingly funky and bohemian vibe. This LGBTQ-friendly town has something for every mood, whether it’s drag karaoke, dance parties, and pub crawls that strike your fancy or catching the sunset on Herring Cove Beach.

Jackson and North Conway, New Hampshire

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These sister towns in New Hampshire’s pretty Mount Washington Valley make a popular getaway, thanks to their waterfall hikes, scenic drives, small-town shopping scene (Schartner Farms has a drive-up, honor-system jam stand — how cute is that?), and big-box outlets. 

On the highway between the two towns is Sunrise Shack, an old-school drive-in restaurant that's now a roadside staple for truly enormous breakfasts. After a summer swim at Echo Lake State Park or a challenging hike on Mount Chocorua, indulge in the biggest cone you’ve ever seen at Trails End Ice Cream.

Mystic, Connecticut

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History lovers looking for a fun-filled weekend getaway in New England will likely love this former shipbuilding hub. The Mystic Seaport Museum is a fascinating jumping-off point, with its million-plus artifacts depicting the town’s nautical life — you can even test out your sea legs on vessels like the Charles W. Morgan, the last wooden whaling ship that remains in the world today.

Appreciate the Long Island Sound and Fisher’s Island views at Bluff Point State Park and feast on some of the best seafood around at Oyster Club. Our perfect meal? Smoky Rhode Island clam chowder, dashi-buttery roasted oysters, and the homemade bucatini.

Montpelier, Vermont

Nestled in the foothills of the Green Mountains, the country’s smallest state capital by population brims with opportunities for nature activities, from hiking up the 4,000-foot peak of Camel’s Hump to whitewater rafting on the Winooski River. Of course, no trip to this neck of the woods is complete without a taste of what it does best. At Morse Farm's and Bragg Farms' maple sugar houses, you can sample the Vermont specialty in the form of maple cookies, kettle corn, or “creemee” (Vermontese for soft serve).

Kennebunkport, Maine

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Like Mystic, Kennebunkport boomed as a shipbuilding hub during New England’s maritime heyday. The coastal town’s nautical vibe lives on, with glossy Italian-built yachts bobbing in the harbor and authentic schooners sailing toward the Atlantic. Kennebunkport swells in the summertime with New Englanders flocking to its beaches, but the town’s boutiques, cafes, and art galleries have year-round appeal (just remember your duck boots if you plan on braving the colder months).

Litchfield, Connecticut

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Litchfield is a small town that more than carries its weight on the history, charm, and scenic beauty fronts. This picture-book spot in rural western Connecticut (birthplace of Revolutionary leader Ethan Allen and abolitionist Harriet Beecher Stowe) has an oak-shaded town green and hundreds of historic buildings. The vast Topsmead State Forest is a favorite area for hiking and picnicking and was originally the summer estate (complete with a Cotswold-style cottage and formal gardens) of banking heiress Edith Morton Chase.

Related Articles

10 Road Trips That You Can Take Through Snow-Covered Mountains In New England

• Scenic wintertime road trips through New England offer the perfect opportunity to experience the tranquility and beauty of a fresh snowfall and stunning vistas.
• Travelers can immerse themselves in the stark beauty of a northern winter by driving through evergreen forests, admiring snow-capped mountains, and exploring quaint villages.
• From visiting waterfalls and enjoying outdoor activities like snowshoeing and ice skating, to cozying up by crackling fireplaces and tasting craft beers, these winter road trips offer unforgettable adventures in some of the most beautiful parts of the United States.

With its remote forest, frosted white with snow, and jagged mountain peaks dusted in shimmering powder, New England transforms into a magical winter wonderland once the cold sets in. For those looking to experience the tranquility of a fresh snowfall and marvel at spectacular vistas only visible on the chilliest days, scenic wintertime trips through New England offer the perfect opportunity, especially when done on the road.

Curving routes that meander through quaint villages and past frozen lakes immerse travelers in the stark beauty of a true northern winter. Whether it's winding through evergreen forests down low or getting a bird's-eye view from a mountain pass high above, road-tripping through the snow-covered peaks and valleys of New England is an unforgettable adventure. Discover the best winter road trips in New England for the ultimate seasonal adventure through what is easily one of the most beautiful parts of the United States.

Related: 10 Most Beautiful Snow-Covered Small Towns To Visit In Massachusetts This Winter

The South Litchfield Hills Scenic Drive In Connecticut

Traversing the rolling winter hills of Litchfield County, this route treats travelers to vistas of snow-capped mountains dotting the horizon. One can admire ice-lined waterfalls like Kent Falls, frosted over and sparkling, Chapman Falls, cascading beautifully through the snowy forest, or enjoy other things to do in Kent .

Have snowball fights in the wide-open powdery fields of Mount Tom State Park. Finish the day cozied up by one of the multiple crackling fireplaces at the historic 18th-century Saltwater Farm Inn, sipping hot toddies.

• Total Distance : About 117 miles
• Stops Along the Way: Kent Falls State Park , Mount Tom State Park , Saltwater Farm Inn
• Things To Do : Hike to waterfalls, go snowshoeing, visit galleries and antique shops
• Top Attractions: Historic Litchfield, Chapman Falls, Bantam Lake

Related: Discover The Medieval Charm Of Kent County's Bustling Market City, Canterbury

Jericho To Enosburg Falls

There are many beautiful snow-covered small towns in Vermont that one can explore in the chilly months. But a road trip in this region is worth it. Passing classic maple sugar farms with smoke billowing from their sugar shacks and charming general stores stocked with hearty winter provisions, this route winds through a serene winter wonderland in northern Vermont.

Stop to sip steaming maple creemees, enjoyed atop snowy slopes. Take a peaceful horse-drawn sleigh ride through snow-covered evergreen forests. Skate on frozen ponds and lakes under the starry night sky. End the journey warming the toes by a cozy fireplace at one of the homey bed and breakfasts in Enosburg Falls .

• Total Distance: 36 miles
• Stops Along the Way: Boyden Valley Winery , Rock River, Vermont Country Store
• Things To Do: Maple sugar tours, sleigh rides, ice skating, brewery visits
• Top Attractions : Morristown, Stowe, Cambridge, Enosburg Falls

The Kancamagus Highway

Winding through the White Mountain National Forest, snow transforms this route into a magical icy kingdom, with majestic frosted peaks like Mount Chocorua towering above and the icy Swift River sparkling far below. Plus, there are many things to see at New Hampshire Ice Castles , especially in winter, so don’t miss this castle.

Have snowball fights amidst the powdery forests and take photos of the iconic Albany Covered Bridge with its scenic snow-covered roof. Gaze up at the winter constellations under the moonlight at one of the many scenic overlooks. Be rewarded after the long, peaceful drive with a craft beer tasting at Tuckerman's Tavern in Conway, New Hampshire.

• Total Distance : 34.5 miles
• Stops Along the Way: Lower Falls , Albany Covered Bridge , Rocky Gorge Scenic Area
• Things To Do: Hiking, snowshoeing, wildlife viewing, photography
• Top Attractions: Sabbaday Falls , Swift River Valley, Mt Chocorua

The Mohawk Trail

Blanketed in pristine white powder, this historic trail treats travelers to spectacular mountain vistas frosted in shimmering snow and ice. Make snow angels while admiring the views at Whitcomb Summit before warming up with a slice of apple pie at the Hoosac Tunnel Museum's cafe , converted from an old railroad station.

Tube down the snowy hills of the Berkshires before retiring for the night at the cozy Snow Village Inn in Savoy, Massachusetts.

• Total Distance : 40.6 km
• Stops Along the Wa y: Natural Bridge State Park , Whitcomb Summit , Shelburne Falls
• Things To Do: Visit museums/galleries, scenic overlooks, dine along the route
• Top Attractions : Glacial potholes, villages like Buckland, Charlemont

The White Mountains Trail

Wind through valleys and pass snow-dusted granite peaks like Mount Washington on this rejuvenating route. Breathe in crisp, pure mountain air scented with pine while taking in stunning vistas of the Presidential Range blanketed in white.

Stop to drink hot cocoa after an exhilarating hike through the snowy Franconia Notch State Park (which is also perfect for fall foliage viewing) . End the day sinking into the warmth of the fireplace lounge at the luxurious Omni Mount Washington Resort .

• Total Distance: 100 miles
• Stops Along the Way: Franconia Notch, Crawford Notch , Mount Washington Hotel
• Things To Do: Hiking, shopping in villages, staying at mountain resorts
• Top Attractions: Presidential Range, Cannon Mountain , Mount Washington Cog Railway

The Maine Coast Route

Along the Maine Coast Route, travelers will have scenic views of icy waves crashing dramatically against the craggy cliffs draped in snow, their spray freezing into a glittering icy masterpiece. Spot seals sunbathing on frozen rocks in Acadia National Park, one of the most beautiful US destinations in the winter, and wander the quiet fishing villages with boats covered in snow.

Also, enjoy steaming lobster rolls straight from the salty Atlantic before retiring in a remote and cozy oceanfront cottage, falling asleep to the winter wind howling outside.

• Total Distance : 228 miles
• Stops Along the Way : Acadia National Park , Portland Head Light
• Things To Do: Whale watching, hiking, lighthouse tours, coastal walks
• Top Attractions: Cadillac Mountain , Thunder Hole , Islands along the coast

State Route 27

Crisscrossing through western Maine’s vast snowy wilderness, this is one of the most beautiful winter road trips in New England that brings a peaceful snowy adventure.

Ski through pristine powder runs at Sugarloaf Resort , snowshoe through silent forests to remote ponds perfect for ice fishing, and stargaze under the moonlight on clear, frigid nights. Spend evenings in the warm glow of wood-burning stoves in rustic lodges and eateries.

• Total Distance: 47 miles
• Stops Along the Way : Sugarloaf Mountain, Flagstaff Lake
• Things To Do : Skiing, snowshoeing, ice fishing, snowmobiling
• Top Attractions : Height of Land Overlook , Carrabassett River , Bigelow Mountain Range

Historic Route 6A

Travel back in time on this historical coastal route, revealing Cape Cod’s rolling snow-covered cranberry bogs and quintessential salty gray-shingled houses.

Travelers can visit the Pilgrim Monument in Provincetown under a blanket of sparkling snow and warm up over steaming chowder in cozy cafes glowing with flickering lanterns. Visitors can stay overnight at a charming and secluded windmill cottage.

• Total Distance: 62 miles
• Stops Along the Way: Sandwich, Chatham, Provincetown
• Things To Do : Visit museums/galleries, try local seafood, beach walks
• Top Attractions : Pilgrim Monument , Nickerson State Park , National Seashore

Related: 10 Of The Most Romantic Resorts To Book In Cape Cod For A Cozy Winter Getaway

Ocean Drive – Newport

This scenic loop impresses with the contrast of violently crashing winter waves against Newport’s snow-topped rugged cliffs. Travelers can stop to admire the extravagant Gilded Age mansions bedecked with lights and evergreen garlands towering overhead.

Enjoy the magic of the frosty sea breeze while strolling the Cliff Walk behind the icy mansions perched dramatically above the ocean.

• Total Distance: 10 miles
• Stops Along the Way: Hazard Rock, Rejects Beach, Cliff Walk
• Things To Do: Coastal drives, Gilded Age mansion tours, polar bear plunges
• Top Attractions : Castle Hill Lighthouse , Rough Point, The Breakers mansion

Scenic Route 100

Visitors can embark on a quintessential Vermont countryside road trip; charm abounds on this peaceful winter route on Route 100 through snowy mountains and historic villages.

Ski down and enjoy other winter activities on the powdery slopes at Stowe Mountain Resort , sample sweet maple creemees, and take horse-drawn sleigh rides through the snow-covered hills. Travelers can also spend evenings enjoying craft beers and comfort food by the fire in local breweries and farm-to-table restaurants.

• Total Distance: 146 miles
• Stops Along the Way: Stowe, Waitsfield, Waterbury
• Things To Do: Skiing, brewery tours, sleigh rides, hiking
• Top Attractions: Ben & Jerry's Factory , Stowe Mountain Resort , Boyden Valley Winery

The Ultimate New England Road Trip Itinerary for All 6 States ❤️

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Are you planning the ultimate New England road trip? Let me help! After exploring New England for more than 20 years, I have put together this comprehensive guide to exploring the region. The best way to see New England is by car, and this 2-3 week itinerary offers a grand tour of New England, covering the best places to visit , especially for first-time visitors.

Spanning Connecticut, Massachusetts, Maine, Vermont, New Hampshire, and Rhode Island, this itinerary shows you the best of New England, from quaint coastal towns to lush mountain landscapes. The itinerary is also well-paced to allow you to spend time seeing the sites, enjoy local activities, and cross items off your New England bucket list . And, the itinerary is flexible and can be adapted to your needs, interests, and desired trip length.

Whether you’re in for the full journey or seeking shorter road trip variations (I’ve included those, too!), this guide caters to your wanderlust, ensuring a memorable and personalized exploration of New England’s beauty. Let’s go!

PS: Pop this New England playlist on—it’s perfect for a road trip!

Table of Contents

New England Road Trip FAQ

When’s the best time of year to road trip new england.

New England is gorgeous in all seasons, but for the easiest driving (and best New England road tripping experiences), summer and fall are ideal.

If you want the fall foliage experience, late September and early October are the key weeks to plan for. Of course, these times of years are also peak tourist season, so expect more traffic and higher hotel prices.

(PS: If you want to do a shorter road trip or a route that’s perfect for fall, check out my 7 day New England Fall Road Trip itinerary!

One of my favorite times of the year in New England is mid to late May. The weather is beautiful, and the region’s roads and attractions are generally less busy. The budding greenery is especially gorgeous and fresh, too.

Early September can also be lovely, just after kids have returned to school and summer has ended. Expect crisp temperatures and leaves just beginning to change colors.

A winter road trip may be doable, but remember, New England can be quite snowy, so you’ll want to have a reliable vehicle outfitted with snow tires, and you’ll need to stay aware of changing weather conditions and road closures.

How many days do you need for a road trip to New England?

You need 2-3 weeks for a comprehensive road trip around New England. This is the ideal amount of time needed to cover the major highlights of all six New England states.

If you don’t have that much time, you can still pack a lot into a shorter trip. A minimum of 7 to 10 days is ideal for a thorough yet relaxed New England road trip. For a 7-10 day trip, consider my Southern or Northern New England itineraries, or do shorter segments of the full 2-3 week itinerary.

Where should I start my road trip through New England?

I’ve started this New England travel itinerary in Boston, as it’s the biggest city in New England and home to a major airport, Boston Logan International. This airport is easy to fly into and rent a vehicle. Boston is also a great destination on its own, so my itinerary includes a couple days exploring the city.

Ps: Ready to rent a car for your New England drive? Click here to find the best rates on rental cars !

The Perfect New England Road Trip Itinerary

Days 1 & 2: boston, massachusetts.

You’ll start your New England excursion from Boston, Massachusetts: an absolutely fantastic city.

Boston is a well-known place that’s filled to the brim with history. From famous historical events like the Boston Tea Party to its reputation as a modern-day sports town, you’ll never be bored here.

Some great things to do in Boston :

• Visit the North End and dine on amazing Italian food . Don’t miss grabbing cannoli from Mike’s Pastry and Modern Pastry.
• Stroll around quaint Beacon Hill
• Tempt your taste buds with a Boston Food Tour
• Go shopping on classy Newbury Street
• Follow the Freedom Trail to learn Boston’s revolutionary history
• Join an expert-led walking tour for a more in-depth experience of the city
• Check out one of the many great Boston museums, including the Museum of Science which I especially love
• Join a Boston Duck Tour and ride in one of the famous amphibious vehicles

Hotel Suggestion in Boston: Fairmont Copley Plaza

Need more guidance for Boston? Check out my post on The Top Things to Do in Boston for first timers , and I’ve also got some recommendations on where to grab coffee, breakfast , a beer, or a bite to eat in Boston , too !

PS: Looking for a shorter road trip from Boston? Check out my New England trip itinerary focusing on the journey from Boston to Acadia National Park .

Days 3 & 4: Newport, Rhode Island

On Day 3, drive from Boston to Newport. This is a straightforward route, with about 2 hours of drive time. Glitz and glamour. That’s what you’ll find in Newport, Rhode Island. This town is perhaps best known for its iconic Gilded Age mansions . These opulent buildings were once the summer cottages of America’s rich and famous families.

Today, many of them have been converted into museums that you can wander through and admire some of New England’s opulence past.

Some of my favorite things to do in Newport:

• Visit a mansion or two. I recommend The Breakers if you only have time for one of Newport’s mansions
• Hop on this fun Gilded Age Mansions Tour, which takes you around via trolley
• Stroll along the scenic Cliff Walk
• Dine at the White Horse Tavern, America’s oldest operating restaurant

Hotel Suggestion in Newport: Hotel Viking

For further Newport ideas : Click here to read more about the top things to do in Newport, including beaches, restaurants, hotels , and vacation rentals too!

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Day 5: Mystic, Connecticut

Mystic, Connecticut is a wonderful little seaside town that feels like a must-do on a New England adventure. It is one of my favorite places in New England, and there is plenty to do here: history, culture, art, sailing. And, for seafood lovers, Mystic’s coastal location offers a variety of delicious seafood dining options

Like pretty much every other scenic New England town, there’s a cute little downtown area with great shopping, dining, and activities.

A few terrific things to do in Mystic:

• Explore Mystic Seaport , a historic shipyard and museum destination you could spend hours touring
• Watch the Mystic drawbridge (the Mystic River Bascule Bridge) go up, especially while enjoying some Mystic Drawbridge Ice Cream !
• See the adorable beluga whales at Mystic Aquarium
• Browse the epic shops in Olde Mystick Village including my personal favorite: Alice’s Haunted Little Bookshop

Hotel recommendation for Mystic: The Whaler’s Inn

Further reading on Mystic: Check out my tips for all the fun things to do , best restaurants to eat at , and the best places to stay in Mystic!

READ NEXT   25 Best Beach Towns in New England for Coastal Fun

Day 6: Litchfield Hills, Connecticut

As you roadtrip New England, your next destination is the enchanting Litchfield Hills . This is another easy drive day, as the distance from Mystic to the Litchfield region is a short 2 hours. And if you’re traveling in the fall, the Connecticut fall foliage along this route creates a magical backdrop. To me, this area in the northwest corner of the state is a hidden gem .

Here you’ll find all the classic New England pastimes you know and love. In particular, there is an abundance of outdoor activities (hiking, paddling, fishing) as well as exceptional antique shops.

The Litchfield Hills make up a large portion of this region, and include towns such as Torrington, Woodbury, Kent, Cornwall, and Washington (very English sounding names, aren’t they?)

A few excellent things to do in the Litchfield Hills:

• Live out your Gilmore Girls Dreams. This region is well known for being the inspiration for the iconic tv show that perfectly encapsulates New England small town charm .
• Grab ice cream from Arethusa Farm
• Go covered bridge chasing – Bulls Bridge in Kent has a worthwhile nearby hiking trail
• Hike to Campbell Falls, a beautiful waterfall (this trail technically takes you over the border into Massachusetts, too, so it’s a 2-for-1!)

Recommended hotel in the Litchfield Hills: The Mayflower Inn & Spa : legend has it that it was the inspiration for Lorelei Gilmore’s inn, the Dragonfly.

READ NEXT   18 Wonderful Weekend Getaways from Boston

Day 7: Lenox, Massachusetts

Continue on your New England road trip into the Berkshires of Massachusetts . Here you will encounter art, nature, and culture combined. This region has been very popular among vacationers for many years.  And the town of Lenox is the center of it all.

Best things to do in Lenox:

• Enjoy a concert at the famous Tanglewood (these are a staple in summer, and you can hear everything from leading symphonies to folk singers like James Taylor
• Take in a performance at Shakespeare & Company. This theatre produces excellent shows; I’ve been twice!
• Take a hike on one of the area’s many scenic trails
• Step back in time at the Ventfort Hall Mansion and Gilded Age Museum, a 1890s home that’s open for tours.
• If you are interested in literature, you may also wish to stop by the Mount, Edith Wharton’s turn-of-the-century estate.

Where to stay in Lenox:

More resources for your trip to Lenox and the Berkshires: 🍁 Best Restaurants in Lenox 🍁 10 Charming Cabins in the Berkshires 🍁 Best Hikes in the Berkshires

Day 8: Manchester, Vermont

Finally, you’ve made it into the spectacular state of Vermont (my personal favorite, if you couldn’t tell). It’s a fairly easy drive from the Berkshires in Massachusetts up to Manchester in the southwestern corner of Vermont, only a couple of hours. And this is another route that is especially glorious if you opt to do a New England fall road trip .

Manchester is one of the most beautiful places in Vermont, marrying quaint village charm with touches of modern luxury. It’s no surprise that it’s very popular among travelers.

Some of my favorite things to do in Manchester:

• Tour Hildene , the beautiful Lincoln family home (Yes, some of Abraham Lincoln’s children lived here!)
• Drive to the top of Mt. Equinox on Skyline Drive (or consider hiking the trail up to the summit)
• In the fall, pick pumpkins from the patch at Equinox Valley Nursery (and don’t miss the cider donuts!)
• Shop til you drop at Manchester’s many outlet stores
• Dine at the stately Ye Olde Tavern
• Pop into Northshire Bookstore , one of the leading independent bookstores in New England

Hotel Recommendation for Manchester: Kimpton Taconic Hotel

More resources on Manchester: Read my entire Manchester VT travel guide for more of the top Manchester activities, as well as these articles on the best restaurants , breakfast spots , and hotels in Manchester .

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PS: If you’re very interested in exploring Vermont, a trip through Manchester, Burlington, and Stowe make the ideal Vermont road trip itinerary .

Day 9: Burlington, Vermont

Just around 2 hours north of Manchester (taking the beautiful and scenic Route 7) you’ll find yourself in Burlington: Vermont’s biggest city. It’s also often mislabeled as Vermont’s capital, but that honor goes to Montpelier. Still, you’re likely to run into Bernie Sanders in either town!

Burlington is where my husband and I lived for several years. It’s a fantastic town that is hip, artsy, and full of good, local food . Seriously, in Vermont, you need to eat. There’s so much delicious cheese, coffee, beer, maple syrup, and much, much more.

To get you started on your culinary adventures, check out this post on my favorite Burlington breweries and bars , and this one on my beloved coffee shops. Oh, and don’t forget to enjoy brunch in BTV . We do breakfast here right.

The gem of Burlington is Lake Champlain, the sprawling, sparkling lake that the city overlooks. Here is the chance to go sailing, stand-up paddleboarding, or take a ferry across to New York state.

If you’d prefer to stay on dry land, visit one of the many beautiful parks and natural areas. Burlington is amazing for outdoor activities. If you want to get moving, the Burlington Bike Path stretches for miles, hugging the lake’s edge. This is ideal for running or cycling. You can even rent bikes right on the bike path.

More epic things to do in Burlington VT:

• Sail on Lake Champlain on the Spirit of Ethan Allen cruise
• Walk down Church Street for shopping, eats, people-watching, and more
• Hike Mt. Philo, a nearby easy hike with the payoff of a fantastic view

Hotel recommendation in Burlington: Hotel Vermont

Even more resources for your Burlington trip:  🍁 21 Hikes Near Burlington VT to Add to Your Bucket List  🍁 10 Can’t-Miss Free Things to do in Burlington VT  🍁 9 Incredible Day Trips from Burlington VT 🍁 Where to Stay in Burlington VT in 2023: Best Burlington Hotels

PS: Considering visiting Burlington in 2024? It’s one of the cities that the total solar eclipse will pass fully over on April 8, 2024, so start planning ASAP!

Days 10 & 11: Stowe, Vermont

From Burlington, head south on I89 to Exit 10. From there, you’ll take the scenic Route 100 past Waterbury and out to Stowe. When people think of the classic Vermont places, they’re likely thinking of Stowe.

It’s absolutely gorgeous: a charming town surrounded by mountains. The short Main Street and its side streets boast a white-steepled church, an old-timey general store, and a ski museum.

Simply put, Stowe is adorable. I have been to Stowe countless times and I highly recommend it as one of the premier New England road trip destinations!

Wonderful things to do in Stowe:

• Traverse the trails and property at the Trapp Family Lodge , and grab a beer afterwards at their European-style brewery and Bierhall
• Shop the adorable shops on Main Street
• Visit a haunted covered bridge if you dare (Emily’s Bridge)
• Spend a day skiing on one of the area’s fantastic ski mountains
• One of my number one tips: on your way to Stowe, stop by Cold Hollow Cider Mill for all things apple (a must-visit in the fall) and the Ben & Jerry’s Ice Cream Factory tour .

Where to stay in Stowe: Field Guide Lodge , Topnotch Resort , or the Trapp Family Lodge

More on Stowe: I have an entire post dedicated to Things to Do in Stowe, Vermont, the best restaurants , the best breakfast , the best hikes , the best hotels , everything!

READ NEXT   15 Gorgeous VRBO & Airbnb Stowe VT Vacation Rentals (2023)

READ NEXT   Stowe Vermont in Summer: 11 Fun Things to do for All Ages

Days 12 & 13: The White Mountains, New Hampshire

No adventure in New England could be complete without some mountain time. And this is especially true if you’re planning a New England fall road trip .

New Hampshire’s White Mountains are impressive and exciting. They’re the tallest in New England (with Mount Washington tallest of all) and offer spectacular hiking and more. There are several places you could base yourself during this portion of the road trip, but I recommend North Conway, Lincoln, or North Woodstock, as they each offer lots of amenities and accommodations, and are a reasonable distance from the most popular attractions in the region.

Unmissable things to do in the White Mountains:

• Take in some of the coolest natural wonders of the White Mountains , such as the Basin, a granite “pothole” that is found at the base of a waterfall in Franconia Notch State Park
• Go hiking! This is the #1 item on any New Hampshire bucket list . And here is a guide to some of the best hikes in New Hampshire .
• Meander through Flume Gorge. This is a natural ravine that formed over many years and now a hiking trail with a boardwalk passes through it. This is a wonderful hike with some amazing scenery. Another spot that is extra special with the fall foliage
• Clark’s Trading Post in Lincoln, an old-fashioned New Hampshire classic
• A scenic drive along The Kancamangus Highway. This epic stretch of road runs 26 miles between Lincoln and Conway and is one of New Hampshire’s most scenic roads . There are many great spots to stop and explore further and this is undoubtedly one of the best places to see New England fall foliage.
• Shop in North Conway, and don’t miss Zeb’s General Store for a taste of pure nostalgia.
• Tube or paddle in the Saco River. On a friend’s recent bachelorette party trip, we used Saco River Tubing and had an absolute blast!
• Near Bartlett you can stop by Diana’s Baths, a beautiful area of cascading waterfalls and gentle pools. On a hot summer’s day, it’s the perfect place to cool off.

Where to Stay in the White Mountains: Lumen Nature Retreat

More White Mountains travel guides:  🍁  Best Things to Do in North Conway, NH  🍁  Best Things to Do in Lincoln, NH  🍁  Best Things to Do in Franconia, NH  🍁  15 Amazing Cabins in the White Mountains, NH

READ NEXT   Your Guide to Mt Washington NH: The Highest Peak in the Northeast!

Days 14 & 15: Portland, Maine

Finally, the last state on the great New England road trip. This is Maine, “the way life should be.”

Maine is massive so there’s no way to do the state justice in this itinerary; I’m essentially covering a few of the must-see areas. You could spend weeks on a road trip of Maine alone. (See also these  8 autumn scenic drives in Maine delivering up insane fall colors).

If you do wish to explore the rest of Maine (and you absolutely should) I recommend taking a look at my epic list of 50+ Fun Things to Do in Maine , as well as this guide to the top places to visit in Maine . But let’s continue with our amazing road trip!

Stop for a bit in Portland, a modern portside town that may surprise you. There’s a hip city right on the water in Portland, Maine, and this is a hot spot for restaurants, coffee shops, breweries, bakeries , and entertainment .

Fun things to do in Portland:

• Visit a brewery. Beer lovers will be happy to know that Portland has 18 breweries all its own .
• Check out one of several lighthouses in the area . There are 5 less than 20 minutes’ drive from Portland, including the iconic Portland Head Light.
• Grab some of that famous Maine lobster.
• Stuff your face with Maine potato donuts from local staple The Holy Donut
• Walk the pretty Old Port and patronize the eclectic shops and restaurants
• Don’t miss dining at Hot Suppa , a West End restaurant where I enjoyed the best breakfast of my life (and a spectacular maple latte)
• Traveling with kids? The Children’s Museum of Maine on Thompson’s Point is a total blast!

Portland hotel recommendation : Hotel Francis in the West End

Further resources for discovering Portland:  🍁 The Best Things to Do in Portland, Maine  🍁 Weekend in Portland Itinerary  🍁 7 Spots for the Best Breakfast in Portland Maine  🍁 14 Exceptional Airbnb Portland Maine Rentals 🍁 12 Best Hotels in Portland Maine

Days 16 & 17: Acadia National Park and Bar Harbor, Maine

Now we travel north to Bar Harbor. Admittedly, it looks like a far drive on the map. In reality, from Portland to Bar Harbor is just over a 3-hour drive. And trust me, visiting Mt. Desert Island is SO worth it.

Bar Harbor is the seaside town that will be your base for exploring Acadia National Park . You will be in awe over this beautiful part of Maine. Here is where rocky cliffs tumble into the sea, with iconic lighthouses at the top.

There’s abundant wildlife on land and in the sea, and countless opportunities for terrific hiking.

But the region is not just about the outdoors. Bar Harbor has lovely shops, restaurants, and extremely cozy inns . Truly, the region is ideal for travelers of all kinds. You’ll also find great camping, cabins , and vacation rentals in and near Acadia, too.

My top recommendations in Acadia National Park and Bar Harbor:

• Tackle the exhilarating Beehive Hike, that involves a bit of climbing and rewards you with unparalleled views
• Order popovers at the Jordan Pond House (delicious!)
• Take a whale watch or other wildlife tour from Bar Harbor
• Drive up Cadillac Mountain before dawn to catch the sunrise from the first place light touches in the Continental US
• Marvel at the natural wonder of Thunder Hole
• Bike the Carriage Roads in Acadia National Park

Bar Harbor hotel recommendation: The Bar Harbor Inn

More on Acadia: Check out my 3 Day Bar Harbor and Acadia National Park Itinerary for an awesome trip!

Read Next :  10 Coastal Towns in Maine That are Hidden Gems

Day 18: Portsmouth, New Hampshire

Your New England driving tour itinerary is nearing its end, but you’ve got a few more stops to make—-stops you won’t want to miss.

Portsmouth is first. We’re back in New Hampshire now! Between Maine and Massachusetts, New Hampshire is home to a very small strip of coastline. The hub of the Seacoast is Portsmouth, a small yet lively city with a great deal of history. You can see colonial architecture all over this beautiful city.

Taking a New England winter road trip? Portsmouth should definitely be on your list, as they do a month of celebrations and events with Vintage Christmas, one of the most magical New England Christmas celebrations !

Best things to do in Portsmouth:

• Strawbery Banke Museum: an outdoor living history museum.
• Dine at one of the many awesome restaurants: Portsmouth has become a major foodie destination in recent years
• Go shopping at the numerous boutiques around town. Some standouts: Gus & Ruby Letterpress , Pickwick’s Mercantile , and G. Williker’s Toy Shop
• Be surrounded by books and grab a tasty beverage at Book & Bar
• Wander the lovely Prescott Park
• Attend some award-winning theatre at Seacoast Repertory Theatre

Hotel suggestion in Portsmouth: The Hotel Portsmouth

Further Portsmouth NH travel resources for your trip : 🍁 The Best Things to Do in Portsmouth, NH 🍁 Top 10 Bars in Portsmouth NH

READ NEXT   18 Magical New England Christmas Towns that are Straight Out of a Hallmark Movie

Day 19: Salem, Massachusetts

Your final stop is the historically infamous Salem, Massachusetts. And though you’ll definitely want to spend time exploring its history with the Salem Witch Trials, there’s plenty to do in the area that isn’t witchy, too.

You can hit the highlights of Salem in one day, or extend for another 2-3.

If possible, you don’t necessarily want to plan your trip to Salem to coincide with Halloween. Although the town has a distinct, fun vibe this time of year, October is also its busiest and most crowded month.

No matter when you go, however, there are definitely some things not to be missed:

• Go to The Witch House, an atmospheric home you’ve definitely seen on Instagram, and a building that is one of the only Salem locations with direct ties to the witch trials. (One of the judges lived here).
• Get witchy in the magickal shops. Whether you want something more fun and touristy, or you’re after the real deal, Salem has a wide range of shops selling all kinds of goods.
• Tour the House of the Seven Gables
• Walk the neighborhoods around Federal Street and admire the stately historic homes
• Find the Hocus Pocus film locations! (Use my guide to take a DIY Hocus Pocus tour )
• Get spooked on a nighttime ghost tour ( top recommendations here !)
• Grab a photo with Samantha at the Bewitched Statue

Hotel recommendation for Salem : The Hawthorne Hotel or Hotel Salem (they have a great rooftop bar)

More on Salem: Check out its great restaurants , scope out some of its haunted history , and maybe even stay overnight in one of Salem’s classic New England inns or Airbnbs ! Nearby towns of Rockport, Gloucester , and Marblehead are worth visiting too if you’d like to explore more of this area of coastal New England.

READ NEXT   12 Fun and FREE Things to Do in Salem MA

Day 20 / End: – Boston, Massachusetts

You did it! You’ve completed an epic New England road trip! Congratulations! You’ve seen some of the prettiest places in the country, and you did it all by car!

Days 21+: Optional Add-Ons: Cape Cod/Nantucket/Martha’s Vineyard

You may be wondering why I didn’t include some of New England’s coastal gems on this New England road trip itinerary? I did this because destinations such as Cape Cod , Nantucket, and Martha’s Vineyard are harder to get to and don’t fit in well with the traditional road trip format. After all, Nantucket and Martha’s Vineyard are islands, so they are not an easy destination to access without in-depth planning.

Not only are they more complicated to travel to, these Massachusetts coastal destinations are terrific and truly worthy of their own vacations . I highly recommend devoting a trip specifically to exploring New England’s amazing coast.

If you wish to add to your road trip, by all means, hop in the car and continue the drive to Cape Cod. From there you can easily take a day trip to Martha’s Vineyard or Nantucket. And I hope these resources will help you as you plan:

More travel ideas here:

• 25 Things to Do on Cape Cod (Besides the Beach!)
• 13 Best Hotels on Cape Cod: Where to Stay on the Cape
• 10 Best Hotels on Nantucket: Where to Stay for a Nantucket Getaway
• 25+ Fun Things to Do in Martha’s Vineyard

The Ultimate New England Road Trip Map (2-3 weeks)

The map below includes all of the destinations I’ve outlined above.

In need of some extra New England road trip ideas? If you’re limited on time, check out my Northern and Southern New England road trip itineraries. These are ideal for 5 day, 7 day, or 10 day New England road trips. Your own personal planning maps are below!

Northern New England Road Trip 7-10 Day Itinerary

• Woodstock, VT
• Waitsfield, VT
• Lincoln, NH
• Portland, ME

Here’s a great New England road trip route if you just don’t have time to go everywhere, but you want to see the highlights of northern New England. In any trip you’ll have to make some choices about what to see and what to miss, sadly, but with this road trip itinerary, you’ll definitely have a broad experience of Northern New England.

This one week New England itinerary contains many of the same stops you’ll find on the ultimate version (that covers all six states). But this one also has the addition of Woodstock, Vermont, which is a classic New England spot, really a ‘Currier and Ives town.’

Southern New England Road Trip 7-10 Day Itinerary

• Provincetown, MA
• Newport, RI
• Providence, RI
• Stonington, CT
• Litchfield Hills, CT
• Gloucester, MA

The Southern New England road trip route is ideal for those who really seek a coastal trip, or who aren’t quite as interested in exploring the mountains. This trip adds a whole bunch of extra stops so you can really dive into coastal New England.

It gives you a feel for the more outdoorsy areas of these southern New England states, too, as the itinerary brings you through the Berkshires, and through charming parts of Connecticut. Definitely an option for a lovely New England summer road trip itinerary.

Shorter Scenic Drives in New England

Are you just looking for a short scenic route that allows you to see dramatic coastal cliffs, mountainscapes, scenic countryside, and more of New England’s charm?

Whether you’re looking for fall scenic drives in New England, beautiful routes along the coast, or just a short yet pretty New England drive, you might just find what you’re looking for on this list of short, scenic drives in New England.

Scenic Drives in New Hampshire

The Coastal Byway (Route 1A)

Location: Portsmouth to Seabrook 

Distance: 18.5 miles 

Where to Stop:  

• Hampton Beach
• Surf Portsmouth , Portsmouth 
• Strawbery Banke Museum , Portsmouth

Robert Frost Scenic Byway

Location: Southern New Hampshire

Distance: 43 miles (The Old Stagecoach Byway and the Robert Frost Byway combined) 

Where to Stop: 

• Robert Frost Farm State Park , Derry 
• Civil War Memorial, Chester
• Matthew Thornton House, Derry 
• Town Beach, Hampstead

New Hampshire Route 112 (Kancamagus Highway)

Location: Conway to Bath

Distance: 56.39 miles 

• Sabbaday Falls 
• Albany Covered Bridge 
• Swift River Lower Falls  
• Russell-Colbath House 
• Sugar Hill Scenic Overlook

The Lake Winnipesaukee Loop

Location: The Lakes Region 

Distance: 97 miles

• George’s Diner , Meredith 
• Mt. Major Trail, Alton 
• Dewey’s Ice Cream Parlor and Cafe , Center Harbor 
• Cotton Valley Rail Trail , Wolfeboro 
• Abenakee Tower , Tuftonboro

Scenic Drives in Maine

• Moosehead Lake

Location: Kennebec and Moose River Valley

Distance: 59 miles

Where to Stop:

• Lily Bay State Park
• B52 Crash Site
• Mount Kineo
• Stress Free Moose Pub & Cafe

U.S. Coastal Route 1 

Location: Kennebunkport to Bar Harbor

Distance: 200 miles

• Goose Rocks Beach , Kennebunkport
• Portland Head Light , Cape Elizabeth
• Old Orchard Beach Boardwalk, Old Orchard Beach
• The Holy Donut, Portland
• Farnsworth Art Museum, Rockland
• Jordan’s Restaurant , Bar Harbor

Acadia All American Road from Trenton to Acadia

Location: Trenton to Bar Harbor

Distance: 40 miles

• Thunder Hole
• Bar Harbor Inn & Spa

Scenic Drives in Vermont

Location: Wilmington to Jay 

Distance: 184 miles

• Molly Stark State Park, Wilmington
• Dot’s Restaurant , Wilmington
• The Vermont Country Store ,  Weston
• Green Mountain Sugar House ,  Ludlow
• Moss Glen Falls, Granville
• Ben & Jerry’s Factory , Waterbury
• Cold Hollow Cider Mill ,  Waterbury Center
• Trapp Family Lodge ,  Stowe

Route 9 – The Molly Stark Byway

Location: Brattleboro to Bennington 

Distance: 40.1 miles

• Vermont Country Deli , Brattleboro
• Creamery Bridge, Brattleboro
• Southern Vermont Natural History Museum, West Marlboro
• Hogback Mountain Scenic Lookout, Wilmington
• Bennington Battle Monument, Bennington
• The Apple Barn and Country Bakeshop – Bennington

Location: Bennington to Burlington 

Distance: 122 miles

• The Bennington Battle Monument, Bennington
• The Robert Frost Stone House Museum , Shaftsbury
• Cider donuts at the Equinox Valley Nursery , Manchester
• Downtown Murals, Rutland
• Woodchuck Cider , Middlebury
• The Burlington Waterfront – Burlington
• Church Street/Downtown – Burlington

Rhode Island Scenic Drives

Ocean drive.

Location: Fort Adams Park to Bellevue Ave

Distance: 10 Miles

• Castle Hill Lighthouse
• Brenton Point State Park
• Fort Adams Park
• The Breakers
• Marble House
• Rough Point
• The Red Parrot Restaurant

Scenic Drives in Connecticut

Connecticut state route 169.

Location: Norwich to Woodstock

Distance: 36 miles

• Lisbon Meadows Park, Lisbon
• Prudence Crandall Museum , Waterbury
• New England Center of Contemporary Art, Brooklyn
• Roseland Cottage , Woodstock

Connecticut Shoreline Drive

Location: New Haven to Stonington Borough

Distance: about 80 miles (depending on which routes you take!)

• Eat in Little Italy, New Haven
• Hammonasset Beach State Park, Madison
• Harvey’s Beach, Old Saybrook
• Rocky Neck State Park, East Lyme
• Mystic Aquarium, Mystic

Scenic Drives in Massachusetts

The berkshires.

Location: Stockbridge to Williamstown

Distance: 35 miles

• Norman Rockwell Museum , Stockbridge
• Berkshire Botanical Garden,  Stockbridge
• The Mount, Edith Wharton House , Lenox
• Berkshire Museum, Pittsfield
• Hancock Shaker Village, Hancock
• Mount Greylock , North Adams
• Massachusetts Museum of Contemporary Art , North Adams
• Williams College – Williamstown

Essex Coastal Scenic Byway

Location: Gloucester to Newburyport 

Distance: 24 miles

• Hammond Castle Museum, Gloucester
• Crane Wildlife Refuge, Essex
• Eat at the Clam Box , Ipswich MA
• Plum Island Beach, Newburyport
• Maudslay State Park, Newburyport

Wrapping Up this Northeast Road Trip

I hope this New England travel guide has given you all the information you need to help you plan a trip to the region’s most exciting and gorgeous places. With multi-day options to choose from and choices that are great for every season, I have aimed to cover all of the top places to road trip throughout these six amazing states.

Even more resources for your New England adventures: 🍁 25 Fantastic New England Day Trips 🍁 Hidden Gems in New England: 15 Secret Places to Visit 🍁 Best Fall Foliage New England Tours Worth Your Money

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Home » North America » USA » New England

EPIC New England Road Trip Itineraries (2024)

Going on a New England road trip  has to be one of the best ways to experience the region! With your own vehicle, you’ll be able to go wherever you want, stay where you like, and see whatever you fancy.

New England has been charming visitors for a long time. Of all of the regions in the USA, New England has some the richest history (being the birthplace of the nation and all), some of the most exciting locals, and best seafood, period.

And the fall foliage in New England? What more can be said about this phenomenon that hasn’t be said by dozens of movies – it’s simply one of the most romantic sights in the USA.

New England is by no means cheap nor easy to travel without some guidance. In order to see the best of New England, and not drop a fortune while doing so, you’re going to need a little assistance.

Don’t worry – we have the insider information you need for an EPIC journey. So what are we waiting for?! Let’s get the ball rolling on your New England road trip itinerary!

Best Time of Year to Road Trip New England

Best new england road trip itineraries, places to visit in new england, off the beaten path new england road trip ideas, new england road trips costs, final thoughts about new england road trips.

With something always going on, a road trip to New England is possible at any time of the year! In New England, summers are for beach trips, fall is for the foliage, winter is for skiing, and spring is for festivals.

If you can stand the occasional poor weather – the blinding snow and sometimes uncomfortable humidity – then you’ll do just fine in New England.

The climate in New England isn’t always agreeable, a fact that many residents will remind you of when you’re there. Winters are long and can be bitter cold and summers feel unfairly humid and short.

The Broke Backpacker is supported by you . Clicking through our links may earn us a small affiliate commission, and that's what allows us to keep producing free content 🙂 Learn more .

The weather in New England has a habit of being bipolar as well, appearing beautiful one moment only to turn to shit in a moment.

This doesn’t stop New Englanders from having a good time though as they seem to have something to do 365 days of the year. They take the weather with a grain of salt, as they should, and simply say, “if the weather’s no good, just wait 15 minutes (and it’ll be better).”

Outside of the mountainous regions, which can have Arctic qualities, there are no huge climatic swings in New England. Overall, temperatures are relatively cool and precipitation is spread throughout the year.

What makes New England feel so cold is the Canadian winds that come down and wreak havoc. These winds penetrate to the bone and can really ruin your day.

A thermometer may read 30 Fahrenheit but with the wind chill, it could feel like 0. Be sure to bring lots of layers and a windbreaker in the winter.

Fall in New England means changing foliage, the astounding beauty of which attracts every Joe Schmoe and his family to visit. If you’re on a road trip during this time, expect much higher prices and much less availability. Having said that, it’s one of the best places in the world to visit in September and October, so it’s worth it!

Get 15% OFF when you book through our link — and support the site you love so dearly 😉

Booking.com is quickly becoming our go-to for accommodation. From cheap hostels to stylish homestays and nice hotels, they’ve got it all!

Below is a list of sample New England road trip routes, from East Coast budget adventures to more comprehensive trips that cost a bit more. Varying from 4 to 14 days in length, they cover many of the top destinations in New England. Each itinerary provides day-by-day highlights, which are meant to give you some good New England road trip ideas.

The USA is  blisteringly beautiful. It’s also blisteringly expensive! Visiting two national parks in day can run you $70+ in entry fees.

Orrrr… you kick those entry fees to the curb, buy an annual ‘America the Beautiful Pass’ for $79.99,  and get unlimited access to ALL 2000+ federally managed sites in the States totally FREE!

You do the math. 😉

4-Day New England Road Trip Itinerary: Boston and the Cape

4 Days: Boston and the Cape

Arrive in Boston via Logan International Airport or by other means. Once you’re checked into your lodge and settled in, get ready to see the town!

Our  Boston itinerary  includes a visit to downtown Boston to see:

• Fenway Park
• The Freedom Trail
• Acorn Street
• Trinity Church
• Boston Commons

After that, head to bed because the next day we start again!

Today you’ll be getting off the beaten path in Boston.

• Southend for an authentic Bostonian experience
• Cambridge for Harvard and MIT
• East Boston for good food and views
• Walden Pond for transcendental fans
• Bunker Hill for history

Today we’re officially starting the drive, so have your car organized for a road trip to Cape Cod. Start driving on Highway 6 and then transfer to Highway 3 prior to the Cape Cod Canal. Once you’ve arrived, find your Cape Cod lodge/campsite and get set up.

Next, we’ll explore the Cape. Activities include:

• Lighthouses
• Charming settlements
• Trinket shopping
• Historical landmarks
• Biking and hiking
• Cape Cod Rail Trail

This is the last day of your short road trip from Boston. You can opt for a few different choices today.

Either consider visiting Nantucket Island or Martha’s Vineyard via the ferry. If not though, you can continue exploring the island and seeing what’s around.

When all is said and done, pack your things for a late flight in the evening or a flight the next day.

7 Day New England Road Trip Itinerary: New England’s Best Fall Foliage

7 Days: New England’s Best Fall Foliage

• Arrive at Logan International and organize your car; skip this if you’re coming by road from elsewhere.
• Hit the road immediately and head west on the I-90 and I-84 for Hartford, CT.
• Pass Hartford and continue onto the Litchfield Hills in West Connecticut.
• Spend the night in Kent, Cromwell or elsewhere.
• Admire the foliage.
• Depart from your lodge and head north on I-7 through the Housatonic Valley; red and gold foliage in abundance.
• Arrive at the junction between I-7 and Highway 2 near Williamstown.
• Highway 2 is colloquially referred to the Mohawk Trail, which offers some of the best of New England as well as excellent fall colors.
• Stay nearby and drive along the 2 to your heart’s desire.
• Drive on the Mohawk Trail if you haven’t already.
• When ready, head for Green Mountain National Forest of Vermont via I-7 again.
• Drive through the Green Mountains until Burlington.
• Grab a beer and chill for the night.

Today is a long but rewarding day.

• Depart from Burlington and head for Cambridge, VT.
• Hit the 108 and Smuggler’s Notch for excellent mountain views and foliage.
• Make your way east towards Bath, New Hampshire.
• Turn onto Highway 112 before Bath, which is the beginning of the Kancamagus Highway.
• Continue onto Lincoln, admiring the scenery along the way.
• Find a Lincoln Airbnb or stay in North Conway or elsewhere in the White Mountains.
• Finish the Kancamagus Highway (112), which terminates at Conway.
• Head north upon reaching Conway on Highway 16.
• Enjoy Mt Washington and White Mountain National Forest, which is particularly fantastic in fall.
• Turn onto I-2 and then again onto 113 to reach Evans Notch.
• Finish up and head south towards Portland for the night.
• Drive to Acadia National Park , which is one of the best places for fall foliage in New England.
• Make a tour around Mt Desert Island and get a full dose of autumn splendor and coastline.
• Spend the night around Acadia or back in Portland.
• Consider spending the night in Camden as there is excellent foliage here.
• Pack up and head back to Boston.
• Spend the day exploring the city.
• Get ready to depart that evening or the next day.

14-Day New England Road Trip Itinerary: Ultimate New England

14 Days: Ultimate New England Road Trip

Follow the first East Coast itinerary listed here  except  instead of returning to Boston at the end of day 4, relax and stay the night in Cape Cod. We’ll be moving on from there the next day…

• Depart from Cape Cod and hit I-6, which will take you all the way to Providence, Rhode Island.
• Explore the city and its architecture.
• Be sure to drop by one of the many breweries and brewpubs.
• Spend the night in or around Providence.
• Wake up and head directly for Newport via Highway 114.
• Spend the day exploring the opulent town.
• Be sure to visit the many mansions and estates as well as Fort Adams in the south.
• Depart when you’re ready.
• Drop by Narragansett for some beach time if you have time.
• Stop in Old Saybrook for the night or continue onto New Haven.
• Depart from your lodge and make your way north.
• Head to the state capital Hartford.
• Wadsworth Falls
• Buttermilk Falls
• Settle in Hartford for some culture and good partying or…
• Head to Litchfield Hills for a quieter night.
• Make your way up Knowledge Corridor or Housatonic Valley towards Vermont.
• Be sure to drop by the Mohawk Trail in Northwest Massachusetts for some scenery and history.
• Hit highway 7 and make the long drive to Burlington.
• Reward your hard work today with a beer.
• Spend the day exploring the Green Mountains of Vermont.
• Climbing the  Camel’s Hump .
• Hiking around  Mt Mansfield .
• Check out  Smuggler’s Notch .
• Rafting on the  Mad River .
• Spend the night in Burlington again.
• Depart from Burlington and head east towards Lincoln, New Hampshire via I-89.
• Arrive in the White Mountains and settle into whatever lodge/campground you have booked.
• Spend the remainder of the day in the mountains.
• Flume Gorge
• Mt Washington
• Franconia Notch
• Arethusa Falls
• Lonesome Lake
• If you arrived early enough, considering overnighting in a backcountry campsite.
• Wake up and knock off any remaining activities.
• Consider doing the full-day Presidential Traverse but, full-warning, it’s quite arduous.
• Lay your head down for the night, preferably around a campfire with a drink.
• Depart from the White Mountains and travel on Highway 302 to Portland, Maine.
• If you stay in Portland, visit the many maritime landmarks, trinket shops, and breweries.
• Spend the day exploring Acadia National Park.
• Taking a road trip around  Mt Desert Island .
• Climbing  Cadillac Mountain .
• Visiting  Jordan Pond .
• Relaxing on  Sand Beach .
• Walking around  Bar Harbor .
• Head to your lodge for the night.

Below is a list of the best road trip destinations in New England. Study them well and decide which ones you like the most.

Road Trip to Boston

Boston is the largest city in New England and, honestly, one of the coolest cities in the entire United States. With gorgeous architecture, some of America’s most important history, and hugely diverse demographics, there’s little chance you’ll run out of things to do in Boston .

Downtown Boston – the area with all the skyscrapers – is where you’ll find the majority of the city’s attractions. Notable points of interest in Boston Downtown include Fenway Park , the Trinity Church, Boston Commons, Acorn Hill , and the North End. You could easily hit all of these places in a few hours by walking.

North across the Charles River is Cambridge , home to the famously exclusive Harvard College and MIT . Both campuses are worth visiting – the former for traditional architecture and the latter for ultra-modern. The whole of Cambridge is pretty affluent, being inhabited by students and leaders in tech, but thankfully doesn’t suffer from too much snootiness.

South Boston is the home of the “southies” aka those people that sound like Matt Damon from Good Will Hunting . You can stay in Boston , take a look at my picks. Aside from the impressive JFK Library, there isn’t a whole lot to do here besides people watch, which is, admittedly, awesome.

Finally, across the Boston Channel and next to Logan International is East Boston, which is where most of the immigrants live. These means this is one of the best places in Boston to grab food! The views ain’t bad either.

While you’re travelling around Boston , be sure to also get outside of the city of as well! The historical city of Concord , as well as the hallowed Walden Pond , are both worth a day trip.

Road Trip to Cape Cod and the Islands

Cape Cod is a large, prominent peninsula located south of Boston. It is an immensely popular getaway destination due in part to its extensive coastline and profuseness of quaint coastal towns.

Combined with the ever-enchanting Martha’s Vineyard and Nantucket Island , both located nearby, and you have an assembly of some of the best of New England.

Cape Cod is a very large region, surprisingly so, and is broken into several districts. Because of its size, history, and prosperity, Cape Codians are very proud of their home and consider it more than just a tourist destination. There are loads of great places to stay in Cape Cod , if you fancy extending your trip!

There are several charming towns on Cape Cod that are worth visiting. Hyannis is most notable for the Kennedy Compound , which served as the holiday home for JFK and his family, as well the enormous Beech Tree on Main Street .

Fans of Kurt Vonnegut may also be interested in nearby Barnstable as it was his home for several decades. Affluent Chatham has one of the best lighthouses and local baseball teams on the Cape (Cape Codians are crazy for the sport).

Finally, Provincetown is famous for its artsy and expressive LGBT community.

Most everyone comes to Cape Cod to play in the sea as the peninsula has some of the best beaches in New England. Make no mistake, there are a lot of them too.

Stunning stretches of sand can be found at Nauset Beach, Lighthouse Beach, Sandy Neck Beach, Mayflower Beach, and pretty anywhere else along the Cape Cod National Shoreline Park . You may get lucky and even see a migrating humpback whale!

No road trip to Cape Cod is complete without a trip to Nantucket Island or Martha’s Vineyard – both are among the most desirable places to visit in New England, during summer especially so.

Martha’s Vineyard is full of grand residences for the rich as well as picturesque beaches. Nantucket is similar to Martha’s Vineyard but smaller and quieter. You can catch a ferry to either at Hyannis.

Road Trip to Rhode Island

Rhode Island has a little bit of everything. The largest city, Providence , is often considered a good alternative to Boston, and the surrounding state offers quintessential scenery including rugged coastline, quaint townships, and, of course, the fall foliage New England is so beloved for.

Providence is the third largest city in New England. For a long time, Providence had a bad reputation for being sketchy, crime-ridden, and corrupt but, following massive economic pushes, is currently undergoing an urban renaissance. It’s now a very appealing city thanks to its history with a bustling college scene, solid nightlife, and heaps of stuff to do .

Providence is a small city so getting around on a foot is a very reasonable task. Walk around and take note of the diverse architecture. Be sure to see the State House, the eclectic Brown University, the restored Arcade, and the First Baptist Church , among others, for a lesson in American architectural history.

For a languid afternoon, try visiting one of the many museums and/or parks in Providence. Certain neighborhoods, like Federal Hill, College Hill, and Downcity all offer nice urban panoramas as well. End your day at one of the many breweries in the city.

Rhode Island’s other noteworthy city is Newport . An opulent town, full of mansions and elegant avenues, Newport is a prime example of New England decadence. Rosecliff estate served as a setting in the recent Great Gatsby film and its neighbors – The Beakers and Marble House – are equally grandiose.

There is a thriving art scene in Newport and jazz, in particular, is praised here. There is an awesome jazz festival at Fort Adams. Festival or not, Fort Adams is worth seeing because it is one of the most important historical structures in New England.

Newport has many beautiful city beaches including Bailey’s, Easton, and Gooseberry. To see some real contenders for “best beaches in New England,” head across the Jamestown Verrazano Bridge to Narragansett . If you’re ever wondering where to stay in Newport, you should definitely consider staying in one of the more historic bed and breakfasts in Rhode Island there.

Coastal Connecticut Road Trip

Connecticut is an eclectic state visited often by both New Englanders and New Yorkers, the latter of which only live a short train ride away. It is a popular getaway for city folk who need a break from the grind and some time in rural New England.

With a lovely coastline, romantic countryside, and a number of dynamic cities, Connecticut is a great stop along any New England road trip route USA.

Connecticut can be broken down roughly into three parts: the coast, the “Knowledge Corridor,” and the countryside. This section will cover coastal Connecticut , which is a part of Southern New England.

Driving west along Highway 95 from Rhode Island, you’ll pass by some of the most beautiful beach towns in New England. Stonington is a good place to learn about the maritime history of the state – particularly at the Old Lighthouse Museum .

Old Saybrook is one of the prettiest coastal towns in Connecticut and is also a stone’s throw away from Gillette Castle . On the way to New Haven is Hammonasset Beach , which is the longest and busiest beach in the state. Make sure to stay in one of the stunning cabins in Connecticut to make the most out of all this natural scenery.

New Haven marks the beginning of a long stretch of urban development that spans all the way to New York state.

New Haven is most famous for Yale University , which is arguably the top attraction in the city. Being a college town, New Haven has a great art scene and nightlife. The pizza is also particularly good in this town.

As we continue further west along 95, we’ll pass by many more beautiful New England towns. There’s quiet Milford , which has a great beach called Silver Sands .

Next, you’ll pass through industrial Bridgeport . After that is upscale Stamford , glorified dockyard for millionaires from New York (there are some good beaches as well).

Finally, you’ll end up in Greenwich , which is one of the most admired towns in New England, due in part to its beauty and close proximity to New York.

There are a ton of awesome B&Bs in Connecticut where you can stay in a historical building and enjoy that welcoming East Coast hospitality.

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Road Trip through Connecticut and Massachusetts

The interior of Connecticut is dominated by the Knowledge Corridor , which hosts one of the densest collections of higher learning institutions, not to mention one of the largest populations in New England.

Travel outside this packed area and you’ll find some of some of the best of New England pastoralism including traditional townships, rolling hills, and a distinctive tranquility. Visiting either on a New England road trip provides excellent insight into the region.

Let’s start with the quieter section – the western part of Connecticut referred to as the Litchfield Hills. This part of the state is very rural with few inhabitants and even fewer visitors.

There are a number of beautiful New England towns here, including Kent , Cornwall , and New Milford , as well some lovely natural attractions like Kent Falls, Burr Pond, Candlewood Lake, and Mohawk Mountain . These are also some of the best places to visit in New England in the fall.

Moving along to our main destination, we first make for Hartford , Connecticut’s state capital and the beginning of the Knowledge Corridor. Hartford is considered one of the great culture capitals of the region.

There are several libraries and art collections dedicated to various historical figures, including Mark Twain, spread throughout the city. Reportedly, West Hartford also has a fairly active nightlife.

Outside of Hartford are a number of parks worth visiting. Examples include Enders State Forest/Falls, Buttermilk Falls , and Wadsworth Falls .

We continue our New England road trip north on Highway 91 through the Connecticut River Valley. This is the heart of the Knowledge Corridor, a title that refers to the huge concentration of colleges and universities in the area. This corridor runs all the way into Massachusetts and terminates in Springfield.

Springfield is a great city full of Victorian architecture and some of the coolest museums in New England. Be sure to visit the NBA Hall of Fame , if you’re interested in sports, as well as the Dr. Seuss Sculpture Museum , if you had a childhood.

Vermont Road Trip

True to its nickname, Vermont aka The Green Mountain State is a wild wonderland and a favorite playground for New England outdoors people. With some awesome skiing and hiking in addition to several fall foliage drives, which are among the best in New England, Vermont is a great escape from the more developed CT, MA, and RI. Here is the best opportunity to stay in a cabin in Vermont for a truly off-the-grid experience.

Starting in the south of Vermont, you’ll first arrive at the mountains from which the state gets its name, the Green Mountains . A subrange of the Appalachia, the Green Mountains are home to the state’s highest peaks as well as the best mountain activities.

Some of the best ski resorts in Vermont are Sugarbush, Stowe Mountain, Killington, Mount Snow , and Jay Peak. Though the slopes aren’t as epic as say those in Colorado or Oregon, they still get dumped on with snow and have decent runs.

If skiing isn’t your bag, why not try portions of the Green Mountain Long Trail ? This extension of the Appalachian Trail is noteworthy for hitting all the range’s highest peaks but is, for this reason, difficult at times.

Casual hikers and campers can also take advantage of the many free backcountry campsites and quaint bed and breakfasts in Vermont .

Other natural attractions worth visiting in Vermont are the Mad River, Quechee Gorge, Camel’s Hump , and the many gorgeous lakes – most notably Lake Willoughby and Lake Champlain.

Montpellier is the state capital of Vermont though Burlington is the largest and most exciting in the state.

Burlington is famous for being a hippy town as well as drop dead gorgeous because it lies on the banks of Lake Champlain. Burlington makes for an excellent base for exploring Vermont’s outdoor spaces with many quality bike paths for cycling enthusiasts.

Like any good liberal college town, Burlington has plenty of bars, and the breweries, in particular, are excellent. You ca check out Airbnbs in Vermont for cozy and comfortable stays.

Road Trip to New Hampshire

New Hampshire is very similar to Vermont in that it’s mostly visited for its epic settings and free-spirited culture. With the highest peak in all of New England, Mount Washington , as well as the beautiful White Mountains , New Hampshire is another great New England road trip destination for adventurous travelers.

If you’re on a summer New England road trip, then you’ll obviously want to hit the trails in New Hampshire. This state has some of the best hikes in New England in addition to some decent summits.

As previously mentioned, Mt Washington is the highest peak in New England and can be summitted in a day either by foot or by cog train (that’s cheating though). Be mindful of foul weather.

New Hampshire’s Mt Monadnock is argued to be the second most climbed peak in the world next to Mt Fuji, but many don’t count Monadnock because it has no glacier. (Mt Hood in Oregon is the second most climbed glaciated peak in the world.)

Another rewarding and arduous hike is the Presidential Traverse where you navigate across 11 of the state’s highest peaks. Also consider visiting Lake Winnipesaukee , Franconia Notch, Arethusa Falls, Lonesome Lake , and the Flume Gorge .

Those on a winter or spring New England road trip will be happy to hear the skiing is also quite good in New Hampshire. Popular ski resorts include Loon Mountain, Bretton Woods, Cannon Mountain , and Waterville Valley .

New Hampshire is pretty sparsely populated and there aren’t too many bustling urban centers here. There are a couple of little towns worth stopping in still.

Hanover is home to the famous Dartmouth University and is gorgeous in its own right. Jackson is a gorgeous place to stay in the White Mountains and makes for a great base. Finally, Portsmouth is one of the most historically significant towns in New England and, more importantly, has great breweries.

Road Trip on the Maine Coast

Maine will be a highlight for any New England Coast road trip! With epic seascapes and even more epic seafood, Maine has a lot to offer.

Many people have fallen in love with Maine’s coastline, too many perhaps. Coastal Maine isn’t exactly hidden these days and so anyone on a summer road trip in New England will have to deal with large crowds.

You can definitely get off the beaten path in Maine but that is a topic that we will be discussing in the next section .

Driving from Portsmouth, NH, you’ll head north on the 95 to Portland , Maine, catching glimpses of the shoreline along the way. You’ll pass by several of Maine’s best beaches and towns including York, Ogunquit, Cape Elizabeth , and Goose Rocks . Upon arriving in Portland, you may think that it’s a small coastal town but is, in fact, the largest “city” in the state.

Portland is one of the best places in New England, ridiculously charming and full of quaint little attractions. You’ll learn a lot about its maritime history at the Old Port and also be afforded the opportunity to shop for artisanal souvenirs. The seafood is obviously excellent in Portland and the beer is especially delicious if not abundant.

Moving on from Portland, we continue our New England coast road trip deeper into the state. Driving on the 1 you’ll have lots of opportunities to visit the coast. Boothbay is an elegant destination, Camden is gorgeous, and Popham Beach is arguably one of the best beaches in New England.

Our ultimate destination is Acadia National Park , the only national park in New England. It is a superlative place with some astounding scenery, not to mention some of the best hikes in New England.

Spend the night in the charming seaside town of Bar Harbour , where you’ll get to try Maine’s famous cold lobster roll. You’ll find some epic Maine B&Bs here run by friendly locals.

Then go for a drive around Mt Desert Island , the island on which Acadia is located, and then explore local sites like Jordan Pond and Sand Beach . Note that you’ll have to pay an entry fee for Acadia.

Below is an overview of the Great North Woods of New England, arguably the wildest place in the Northeast. Those with the will and proper transport will be rewarded with virgin woods, pristine rivers, and an abundance of local wildlife.

Great North Woods

The Great North Woods is one of the quietest, most underdeveloped, and most beautiful places in New England. It refers to the extremely wild and untouched woodlands of northern New Hampshire, Vermont, and Maine that separate New England from Canada.

With little, if any tourist infrastructure, the Great North Woods should be an awesome adventure for anyone looking for a proper USA backcountry experience on their New England road trip.

There are a fair bit of activities in the New Hampshire part of the Great North Woods. Many of New England’s best waterfalls are in this region including the spectacular Beaver Brook Falls . There’s a very complex and thorough network of trails here as well that penetrates deep into the woods.

You can drive to Great North Woods in Maine from New Hampshire via Highway 16 and pass some excellent scenery along the way. This area is one of the best places to visit in New England in the fall because of the spectacular foliage. Be careful of moose though! These giants will run into the road sometimes and seriously ruin your car.

Maine’s North Woods is expansive and is probably the most remote part of New England. It is, in fact, so out-there that certain counties like Aroostook are not even officially incorporated into the state and so have no “official populations.”

Stories of the wood’s frightful and fantastic inhabitants still circulate to this day as well, like that of the vengeful wendigo or of the murderous ding-balls.

Interior locations like Baxter State Park and Mt Katahdin are the most “accessible” places in Maine’s North Woods. Surrounding these is 100 Mile Wilderness , which is often visited by ACT hikers. If you want to travel further than these locations you may need a 4×4 as paved roads are no longer guaranteed.

If you can make it, the Allagash Wilderness is one of the great river adventures in America. Navigable only by canoe or raft, there is nothing out here besides moose, fish, and untouched landscapes.

A road trip through New England ain’t going to be cheap, folks. With the high costs of living and high demand, New England has some of the steepest hotel rates and dining prices in the USA.

That’s no reason not to visit New England in the first place though! You have us, after all. 🙂

We at The Broke Backpacker are constantly looking for new ways to save on travel and have a whole repertoire of useful tips to share with y’all. Even if we are unable to travel for $10/day like in our favorite countries (let’s be real here), we can at least help you minimize expenses to the utmost degree.

The average daily budget for a New England road trip is between $200-$250 – this includes gas, a rental car, lodging, food, drink, and entry fees.

On any road trip, New England or otherwise, the largest cost will be gas . This expense will always sneak up on you because it can be difficult to properly gauge how much you will actually use.

Lodging is also expensive in New England. Try and camp out as much as possible to lower your daily budget significantly. Take advantage of the cheaper public campsites and occasional backcountry site, which are sometimes free. Stay in hostels as well – they’re not so bad in New England.

Food costs are something you can control as you will have the option of cooking cheaply at home or the campsite. Dining is expensive in New England so be picky about how many lobsters you eat and clam bakes you attend.

Below is a breakdown of the average costs of a road trip in New England.

Average Costs of a New England Road Trip

Rental car : $50-$150

RV rental :  $100-$300

Gallon of gas:  $2.74

Private AirBnB home:  $140

Hotel room:  $150

Hostel:  $25-$35

Campground:  $10-30 (sometimes free!)

Sandwich:  $6-$9

Beer at a bar:  $5-$8

Coffee:  $3-$4

Bottle of Whiskey from the market:  $25

Dinner for two:  $35-$60

Best Places to Stay in New England on a Budget

Camping in new england.

Camping in New England is either done on public land, private land or in the backcountry . Each type offers different sorts of amenities and at different prices.

Private campgrounds usually have more amenities and can accommodate more types of campers. RV parks, hookup sites, and other sorts of demanding camping (we hesitate to use the word “glamping”) are usually found at private camps.

Private camps usually have lots of communal facilities like a kitchen and showers. Because of their greater comfort, private campgrounds are usually more expensive.

Camping on public land, run either by the state or the feds, is usually more basic. Electricity is possible as is the occasional shower but don’t expect the resort-like services that private campgrounds have. Fortunately, prices are far more reasonable at public campgrounds.

Both public and private campsites fill up quickly in the fall. Many take reservations though and we suggest you do this if you’re going on a fall foliage road trip in New England.

Backcountry campsites, being located on either private or public land, are harder to access but have the benefit of being extremely cheap if not totally free . These campgrounds usually require a hike or maybe a water taxi to reach, which makes them difficult and unattractive for the average camper.

The backcountry campgrounds are also very primitive, often with no restrooms and maybe running water. For the intrepid, these campgrounds can be very ideal as they’re super quiet, wild, and, as previously mentioned, usually free!

Backcountry campsites are usually found in the mountains, around the lakes, and on the remote islands of New England. Use this search engine for a compendium of free camping in New England .

Always have of plenty of powerful bug spray and mosquito repellent on you. Mosquitoes are a plague in the summer. Be sure to also wear long clothing to protect yourself from ticks when hiking in the backcountry. Local ticks often carry Lyme Disease, which is an autoimmune disorder with no cure.

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Renting a Car or Campervan in New England

Renting a car is the most popular way of getting around New England. There are a myriad of car rental agencies here that offer varying deals and varying models.

To find the best rental car deal in the USA, use search engines that compare the prices from individual companies. We personally like using rentalcars.com as they’ve never failed to give us a great price.

You can also rent and travel in a campervan , which means you don’t have to worry about packing camping gear. You will have to empty and refill the various wascampete and water tanks though, which will require a visit to the proper facilities. RVs also cost more to rent, use more gas, and demand higher prices at campgrounds. We suggest booking a campervan with Outdoorsy as they usually have a good selection and good prices.

Make sure you also purchase a RentalCover.com policy to cover your vehicle against any common damages such as tires, windscreens, theft, and more at a fraction of the price you would pay at the rental desk.

The roads in the Northeast are generally very good and a sedan or economy car should deliver you to most of New England’s top destinations. Only in the most remote portions of the Great North Woods, will the roads be so bad that you need 4×4 or at least high clearance.

If you’re on a road trip in New England during the winter and want to go to the mountains, you will definitely need all-wheel or 4-wheel drive.

Getting Insured for a Road Trip through New England

Concerned about staying safe in the USA? Well don’t be! Just make sure you’re insured, and you drive carefully.

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing .

They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

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New England is no doubt one of the most idyllic regions of the US. Quaint coastal towns and some of the best foliage in the country are but two reasons to take a road trip here–but there are so many more.

Hopefully, you now feel more prepared on where to go and what to do on YOUR New England road trip.

But rest assured that regardless of which spots you’re bound to find beauty, history and a whole lot of delicious seafood.

So what are you waiting for? The open, rural roads of New England awaits!

Updated February 2023 by Samantha Shea

Made it this far? You get 15% OFF to book a place to stay ! Offer valid exclusively for Broke Backpackers 😉

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Don’t forget the Berkshires, in Western Mass, start at MassMoCA in North Adams, then drive Rt 7 through Williamstown to Lenox, Stockbridge, Great Barrington..and since you’re so close you can go a little more west over to NY and visit the Catskills too if you’re feeling crazy ?

Wow! great article and suggestions.

thank you for all of the advinces it helps, can t wait to visit New England Vermont Maine, xxx

Lake placid in the Adirondack Mountains also a try while stop. There are several private and New York State campgrounds nearby.

Thank you for mapping this all out. I live in New England and would love to visit many of these places.

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The 37 Best New England Day Trips by Season (2024)

New England may be small compared to other regions in the U.S., but there are endless places to visit. I’ve lived here for almost five years and still feel like I’ve only scratched the surface of all there is to see and do.

The six states that make up this region — Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont — offer a beautiful blend of coastal landscapes, picturesque countryside, and vibrant urban centers.

After traveling extensively in this stunning corner of the country, I’ve compiled this list of the 37 best day trips in New England.

⏰ Short on time? Here are my top four New England day trip recommendations:

☀️ summer top pick: ogunquit, maine, best things to do in ogunquit:.

• Soak up the sun on Ogunquit Beach
• Browse the shops at Perkins Cove
• Hike Marginal Way
• Walk along Main Street
• Eat seafood at Ogunquit Beach Lobster House

Best Hotels if You Want to Extend Your Stay: 

📍 Ogunquit River Inn & Suites 📍 The Grand Hotel

🍁 Fall Top Pick: Acadia National Park, Maine

Best things to do in acadia:.

• Drive or hike to the summit of Cadillac Mountain
• Hike the Ocean Path Trail and relax on Sand Beach
• Hike around Jordan’s Pond and order popovers at Jordan’s Pond House Restaurant
• Drive the scenic Park Loop Road
• Visit the nearby town of Bar Harbor

Best Hotels if You Want to Extend Your Stay:

📍 The Inn on Mount Desert 📍 Bar Harbor Grand Hotel

❄️ Winter Top Pick: Stowe, Vermont

Best things to do in stowe:.

• Ski at Stowe Mountain Resort or Smugglers’ Notch Resort
• Explore the shops and galleries in downtown Stowe
• Hike or snowshoe along the Stowe Recreation Path

📍 Trapp Family Lodge 📍 Stowe Village Inn

🌸 Spring Top Pick: Boston, Massachusetts

Best things to do in boston:.

• Tour the Freedom Trail  
• Visit the Boston Tea Party Ships & Museum
• Go on a Duck Boat Tour
• Explore the Public Garden and Boston Common
• Stroll along Newbury Street and the Charles River Esplanade
• Take a walk down Charles Street in Beacon Hill

📍 Hyatt Regency Boston Harbor 📍 Omni Parker House

Best Day Trips in New England in the Summer

New England summers are fantastic. Since most of the states have their own coastline, it’s no surprise that many of the top places to visit in the summer are near the water. But I’ve included a couple of amazing inland destinations as well!

Here are my favorite summer day trip destinations in New England:

1. Ogunquit, Maine

Best as a day trip from Boston, MA; Portland, ME; Manchester, NH

I had never heard of Ogunquit until my husband surprised me with a birthday trip there one year, and this coastal town quickly became one of my favorite places in New England.

Start your day with some fun in the sun at Ogunquit Beach , the largest and most popular beach in town. The beach sits on a small strip of land separated from the mainland by a small saltwater river. People often sit on the riverside to enjoy the calm water (especially great if you have small kiddos!).

Stop for seafood at the Ogunquit Beach Lobster House before walking to Main Street to browse the many shops and cafes lined on either side.

Be sure to also visit Perkins Cove, a cluster of quaint shops and restaurants nestled along Ogunquit Harbor. From there, you’ll find the entrance to Marginal Way , a 1.25-mile trail that stretches along the coast and provides stunning views of the ocean the entire way.

2. Portland, Maine

Best as a day trip from Boston, MA; Bangor, ME; Portsmouth, NH

Pay a visit to Maine’s largest city, Portland . Also located on the Atlantic Ocean, Portland is an eclectic city with both a rich New England heritage and artsy, hipster vibes.

Here you will find one of New England’s smallest lighthouses, Bug Light , which is only 26 feet tall. From there, walk along the beautiful Eastern Promenade for incredible views of Casco Bay.

Experience what it was like to ride a train in the 1800s and early 1900s by purchasing tickets for the historic Maine Narrow Gauge Railroad . Then fill up on fresh seafood from the Portland Farmer’s Market (open Wednesdays and Saturdays) or Harbor Fish Market .

You also can’t miss making the quick drive over to Cape Elizabeth to see Portland Head Light , America’s most photographed lighthouse. This is one of the most breathtaking places I have seen in all of New England.

3. Portsmouth, New Hampshire

Situated along the Piscataqua River and just a couple miles from the Atlantic Ocean, Portsmouth is another historic city with a rich maritime heritage. 

Wander the cobblestone streets and browse through the numerous boutiques, art galleries, and cafes of Market Square .

Stop for brunch at the original The Friendly Toast restaurant, known for its eclectic and colorful interior and expansive menu. I love their Eggs Benedict and French Toast! 

The Flatbread Company is another local favorite where you can enjoy delicious flatbread pizza made with locally sourced ingredients.

Take a walk along the Portsmouth Harbor Trail and admire the views at Prescott Park , located right on the water.

When in Portsmouth, it’s also worth a quick drive down the coast to Rye Beach and Jenness Beach if you’re craving some fun in the sand and sun.

4. Gloucester, Massachusetts

Best as a day trip from Boston, MA; Worcester, MA; Portland, ME; Portsmouth, NH

When I first moved to Boston, locals recommended I check out Gloucester for the perfect beach day. They weren’t wrong! This lively town on Cape Ann exudes traditional New England coastal vibes and is one of the best places to spend a warm summer day.

Two of the most popular beaches in Gloucester are Good Harbor Beach and Wingaersheek Beach . I loved Good Harbor Beach for its soft sand and rocky coastline views. There’s also an island not far from the coast called Little Salt Island that you can walk to during low tide!

Another exciting option for your day in Gloucester is going on a whale-watching tour. Take a four-hour cruise to the Stellwagen Bank National Marine Sanctuary to see a variety of whales and dolphins.

🐳 Book Your Gloucester Whale-Watching Tour

While in town, grab a scoop or two (why not three?) from Holy Cow Ice Cream Cafe . If you’re craving a meal, stop for fish and chips from Turner’s Seafood — a local favorite.

Cap off your day by touring a medieval-inspired castle, Hammond Castle , the former home of inventor John Hays Hammond, Jr. You’ll be wowed by both the castle’s interior and the stunning ocean scenery from its grounds.

5. Rockport, Massachusetts

Rockport is a sister town to Gloucester, also located on Cape Ann. While there is enough to do in both Gloucester and Rockport for a day, you could plan to see both places in a single trip. Rockport is another historic seaside town that will have you feeling like you stepped into a painting.

Speaking of painting, Motif #1 is a replica of a former fishing shack in Bradley Wharf, and it has been the subject of artists’ paintings and photography for years. If you want a quintessential New England nautical scene, this is your place.

Motif #1 is nestled near Bearskin Neck , a collection of small boutiques and art galleries lined along the harbor. You could spend hours exploring the whimsical variety of items in these shops.

If you’re craving a walk in nature, check out Halibut Point State Park with its many trails that loop along the ocean.

Catch a show at Rockport’s famous Shalin Liu Performance Center , which features an array of musical and dance performances throughout the year. The building is positioned right on the ocean so you can admire the stunning scenery throughout the performance.

And of course, Rockport has its own share of beautiful beaches. Long Beach and Front Beach are two excellent places to sunbathe and swim.

6. York, Maine

Best as a day trip from Ogunquit, ME; Portland, ME; Portsmouth, NH; Boston, MA

The coastal towns continue! York exudes New England charm and boasts a rich history dating back to the early 17th century. Nestled along the southern coast of Maine, York offers a blend of stunning beaches, quaint neighborhoods, and historical landmarks. 

A highlight destination in York is Nubble Lighthouse , perched on a rocky island just off the shore. The lighthouse is a short drive from the popular Long Sands and Short Sands beaches.

Grab some ice cream from the parlor at the historic Goldenrod Restaurant and explore the various souvenir shops nearby. Just up the road is the popular York’s Wild Kingdom , part zoo and part amusement park. The park has been providing fun for all ages since 1951!

York is also home to what might be the world’s shortest suspension bridge, Wiggly Bridge . The bridge, which — true to its name — wiggles and jiggles as you walk across, spans York Harbor and leads to peaceful trails in the Steedman Woods.

7. Newport, Rhode Island

Best as a day trip from New Haven, CT; Providence, RI; Boston, MA; Worcester, MA

Newport is one of those places I could visit over and over again and never get tired of it. This historic Rhode Island town is a perfect blend of fascinating architectural sites and stunning natural beauty.

One of the most popular things to do in Newport is walk the scenic Cliff Walk , a 3.5-mile oceanside trail with panoramic views of the Atlantic Ocean almost the entire way. 

While in this part of town, you can also tour one of the famous Gilded Age mansions. The most famous mansion is The Breakers , one of the former summer “cottages” of the prominent Vanderbilt family.

🚋 Take a Newport Mansion Trolley Tour

Downtown Newport is filled with interesting shops and restaurants. One of my favorite restaurants is Red Parrot , which has amazing fish and chips. You could also visit the oldest operating restaurant in the U.S., White Horse Tavern .

🍽 Reserve Your Newport Walking Food and History Tour

Stop by Kilwins for ice cream and sit on a bench in Queen Anne Square to look over the beautiful Newport Harbor . Then hop on the Newport Harbor Shuttle at the harbor and take it to Fort Adams State Park . There is a walking path around the entire fort that provides amazing water views the entire way.

8. Block Island, Rhode Island

Best as a day trip from Newport, RI; Mystic, CT; Providence, RI; New London, CT

Block Island is a summer paradise located off the coast of Rhode Island. You can get there by hopping on the one-hour-long Block Island Ferry from Newport or Point Judith, RI, or New London, CT.

Explore the island’s beauty by hiking, biking, or renting a moped .

For breathtaking views of the ocean, visit Southeast Light , a historic lighthouse perched on the Mohegan Bluffs . 

The great thing about being on an island is you can find amazing beaches anywhere you turn. Some of the best ones to check out include Crescent Beach , Mansion Beach , and Ballard’s Beach .

There’s also a large natural harbor on the west side of the island called Great Salt Pond , where you can enjoy boating, kayaking, or paddleboarding.

You also can’t miss exploring Block Island’s quaint downtown area, known as Old Harbor . Here you’ll find a charming blend of boutiques, art galleries, and restaurants serving fresh seafood. 

For a unique ecological landscape, check out Rodman’s Hollow on the southern part of the island. Part of Block Island National Wildlife Refuge , this large glacial bowl provides awe-inspiring views and is home to a variety of plants and wildlife.

9. Griswold, Connecticut

Best as a day trip from: Mystic, CT; Providence, RI; Newport, RI; Boston, MA

Griswold is a quaint area in southeastern Connecticut with scenic hills and picturesque farmlands. It’s a great day trip option if you want to experience rural New England. 

One of my favorite places in this area is Buttonwood Farm , where you can find one of the largest sunflower fields in New England. The sunflowers reach their peak in July and August. Buttonwood also has an ice cream stand with a delicious assortment of flavors — all made fresh on their eco-friendly farm!

For a peaceful walk in nature, visit Pachaug State Forest, the largest state forest in Connecticut, consisting of more than 26,000 acres with 15 trails to explore.

Bonus activity if you visit in the spring instead of summer: Drive from Griswold to nearby Preston to visit the largest “pick your own” tulip farm in New England, Wicked Tulips Flower Farm . The farm is open to flower-pickers in the spring, where you can find over 100 tulip varieties and more than 1.5 million blooms!

10. Watch Hill, Rhode Island

Best as a day trip from Newport, RI; Providence, RI; Boston, MA

Situated on the southwestern tip of Rhode Island, Watch Hill is known for its stunning ocean views and elegant, historic architecture.

Napatree Point Conservation Area i s a thin, sandy peninsula stretching out from Watch Hill that’s a preserve for bird nesting and migration. It’s a beautiful area to walk and take in the scenic views on all sides, or sit and relax on one of the pristine beaches.

Watch Hill Lighthouse dates back to 1745 and can be found at the southernmost point of Watch Hill. The lighthouse with its surrounding ocean panoramas is an unforgettable sight to see.

Not far from there, you’ll come to Watch Hill Beach , the perfect place to relax in the sand and sun.

While in Watch Hill, take a ride on the oldest carousel in the U.S., the Watch Hill Merry-Go-Round , known for its “flying horses.”

While this post is focused on day trips, I would be remiss if I didn’t mention the historic Ocean House of Watch Hill, a luxurious seaside resort and the first and only AAA Five Diamond and Forbes Five-Star hotel in Rhode Island. Want to consider extending your visit? 😉

11. Narragansett, Rhode Island

Best as a day trip from Newport, RI; Providence, RI; New Haven, CT; Hartford, CT; Boston, MA

If you’re looking for a pretty Rhode Island beach town without the crowds of places like Newport, try Narragansett, only about a 20-minute drive away. Narragansett is home to beautiful beaches and seaside pathways where you can spend a perfect day in the salty ocean air. 

One of my favorite places to visit in Narragansett is Point Judith , a small cape with a historic lighthouse and breathtaking views of the ocean from all sides. If you’re planning a visit to Block Island, there is a ferry that departs from Point Judith, too.

A unique aspect of Narragansett is The Towers , a castle-like structure that crosses Ocean Road and is an iconic venue for public and private events throughout the year. Even if you don’t go inside, the exterior of the building makes for a great photo op. 

Near The Towers is a highly-rated seafood restaurant with ocean views called Coast Guard House Restaurant . You’ll also be right by Narragansett Town Beach , a mile-long stretch of sand that is one of the most popular places in Rhode Island for summer beachgoers. 

Salty Brine State Beach is another fantastic beach option in Narragansett that’s especially nice for young kids as it’s situated along the seawall and has no waves. Kids will enjoy watching the boats and ferries go by here. Just note that the beach is small and you’ll need to reserve a parking pass ahead of time.

12. Bristol, Maine

Best as a day trip from Portsmouth, NH; Portland, ME; Augusta, ME

With its picturesque harbor and rocky coastline, Bristol captures the essence of Maine’s seaside charm. Come here to enjoy fresh lobster from local fisheries and immerse yourself in the town’s rich maritime heritage through its museums and historic landmarks. 

A must-see place in Bristol is Pemaquid Point Lighthouse , where you can climb to the top of the light tower, tour the museum, and climb the rocks along the shore below. The scenery around the lighthouse will take your breath away.

If you’re craving a beach day, Pemaquid Beach Park is known for its gentle waves and smooth, sparkling sand. For a more local, rustic swimming experience, you can also visit The Swimming Hole at Bristol Dam.

La Verna Preserve is a 120-acre nature preserve in Bristol, where you can walk the entire rocky coastline at all tides and enjoy panoramic views of outer Muscongus Bay and its islands. 

Not far from Bristol are the Coastal Maine Botanical Gardens , one of Maine’s top attractions. They have a variety of gardens and natural areas, including a butterfly house, bee exhibit, dahlia garden, children’s garden, fairy house village, and much more.

13. Nantucket, Massachusetts

Best as a day trip from various parts of Cape Cod, MA

Nantucket is a timeless, quintessential New England location known for its rich history and maritime culture. This island, located 30 miles off the coast of Cape Cod, offers a picture-perfect combination of pristine beaches, a charming downtown, and iconic grey-shingled houses.

In downtown Nantucket , you’ll find plenty of boutiques and galleries to explore. If you’re a history buff, you might also enjoy the Whaling Museum , which tells the story of Nantucket over four centuries.

Not far from downtown is Brant Point Lighthouse where you can take in beautiful harbor and ocean views.

One of the most remote and breathtakingly beautiful parts of Nantucket is the Costkata-Coatue Wildlife Refuge . At the very end of the seven-mile barrier beach that protrudes from the tip of Nantucket is the historic Great Point Lighthouse . This area of the island is one of the best places to see grey seals!

💡Note that if you plan to drive to Great Point, you will need to purchase a permit from the Trustees . But you can also bike in! Taking a self-guided bike tour is one of the most popular activities in Nantucket. You can either bring your own bike onto the island or rent from one of the shops downtown.

Of course, since Nantucket is an island, there are beautiful beaches virtually anywhere you go. Some popular beaches include Madaket Beach , Surfside Beach , and Jetties Beach (the most family-friendly option, not far from town).

If you want to see both traditional Nantucket architecture and stunning ocean vistas, try the Sconset Bluff Walk . The path begins near town and winds through residential neighborhoods before opening to a scenic trail along the coast.

14. Litchfield Hills, Connecticut

Best as a day trip from New Haven, CT; Hartford, CT; Worcester, MA

Litchfield Hills is a picturesque region in northwestern Connecticut filled with rolling hills and charming small towns. Here you can escape the traffic and crowds of more urban parts of New England and take in the scenic beauty of the Connecticut countryside.

Visit the Railroad Museum of New England in Thomaston to learn about the rich railroad heritage of Litchfield Hills. See more than 100 years of carousel history at the unique Carousel Museum in Bristol.

Near the town of Kent, hike the 0.25-mile trail at Kent Falls State Park to admire the series of waterfalls. In the small town of Cornwall, snap a photo of a traditional covered bridge, Cornwall Bridge .

Another prime summer activity in New England is fruit picking! March Farm in Bethlehem lets visitors pick their own cherries, blueberries, and peaches. Mmm.

Best Day Trips in New England in the Fall

It’s no secret that New England is one of the most beautiful parts of the U.S. to see fall foliage and enjoy all the cozy vibes of autumn. Here is my list of favorite New England day trips in the fall!

15. Acadia National Park, Maine

Best as a day trip from Augusta, ME, or Bangor, ME

Acadia National Park is one of the most beautiful and popular U.S. national parks and one of the best day trip options in New England (though you will likely want to visit for longer!). The park is comprised of more than 47,000 acres of mountains and forests with dramatic ocean vistas that will take your breath away.

One of the best things to do at Acadia is hike or drive to the summit of the largest mountain, Cadillac Mountain (note the Cadillac Mountain Summit Road is only open to vehicles from April to October). If you plan to drive up, you will need to reserve a timed entry slot on Recreation.gov.

Don’t want to drive?  🚌 Reserve a guided bus tour of Acadia National Park from Bar Harbor

Another must-see trail is the scenic Ocean Path Trail with its jaw-dropping ocean panoramas. The trail will lead you down to Sand Beach , one of Maine’s only sandy beaches (hence the name, perhaps?). 

Be sure to stop at Jordan’s Pond House Restaurant for their well-known tea and popovers before hiking around Jordan’s Pond and seeing the iconic Bubbles — twin mountain peaks with rounded shapes.

Most of the key attractions at Acadia can be found by driving the scenic Park Loop Road . For a different vantage point, bring your bicycle and ride along the historic carriage roads that wind throughout the park.

Want more ideas of things to do at Acadia National Park? Check out this post !

16. Bar Harbor, Maine

Best as a day trip from: Bangor, ME; Augusta, ME

Bar Harbor is a picturesque coastal town on Mount Desert Island, right next to Acadia National Park. If you’re planning a trip to the park, it’s worth spending a day here as well.

For fresh Maine blueberry pancakes, start with breakfast at Jordan’s Restaurant . Then walk over to Agamont Park at the end of West Street, where you’ll have scenic views of the Bar Harbor pier and Frenchman Bay.

Try one-of-a-kind flavors at Mount Desert Island Ice Cream , including options like Bay of Figs, Lemon Poppy Berry Jam Swirl, and Salt Wildflower Honey. 

You can enjoy your ice cream on a park bench in the Village Green across the street. There’s a community piano in the park’s gazebo that’s open for anyone to play — feel free to stop and plunk out a tune!

Main Street is filled with lots of shops and boutiques to explore, including Maine’s oldest bookstore, Sherman’s Bookstore .

After you’ve finished exploring downtown, you might also enjoy a stroll through Bar Harbor’s neighborhoods with their beautiful homes and gardens.

17. Burlington, Vermont

Best as a day trip from Stowe, VT; Middlebury, VT; Killington, VT

Burlington is a vibrant city on the shores of Lake Champlain, offering a mix of urban life and outdoor adventures. Because it’s home to the University of Vermont, Burlington has a youthful energy that complements its historic charm.

A highlight attraction in Burlington is Waterfront Park , a clean and spacious public park right on Lake Champlain , where you can see the Adirondack Mountains in the distance. 

From the park, hop on the Burlington Greenway , an eight-mile scenic bike path that stretches from Queen City Park Road to the Winooski River. If you’re not up for a bike ride, you can also walk part of the trail and stop at the lookout points and beaches along the way. 

Church Street Marketplace is another popular part of town. This pedestrian-only street is lined with shops, restaurants, and cafes on either side, where you can easily spend a few hours exploring.

Burlington is where Ben & Jerry’s ice cream was founded, so you definitely should stop for a scoop or two from the Church Street shop.

To experience more of Lake Champlain, book tickets for a Spirit of Ethan Allen cruise. You can enjoy a day tour or reserve a dinner cruise for something a little fancier.

If you’re traveling with kids, it’s also worth going to the ECHO, Leahy Center of Lake Champlain , an interactive science and nature museum on the waterfront.

18. Kancamagus Highway, New Hampshire

Best as a day trip from Manchester, NH; Montpelier, VT; Bethel, ME

If you google the best places to see fall foliage in New England, the Kancamagus Highway of New Hampshire will likely appear at the top of the list. This 34.5-mile scenic drive begins in the town of Lincoln to the west and ends at North Conway to the east.

Check out these stops along the highway for some of the best leaf-peeping viewpoints:

• Lincoln Woods Trail: Walk the suspension bridge over the Pemigewasset River and hike the leisurely out-and-back trail along the river with towering trees overhead.
• CL Graham Wangan Overlook: Here you’ll see one of the prettiest views of the Swift River Watershed and White Mountain peaks in the distance.
• Sabbaday Falls: A short hike will lead you to this beautiful waterfall, which has a guardrail on one side for you to stand and see the falls up close.
• Sugar Hill Overlook: This popular stop features sweeping views of the Swift River Valley and surrounding mountains.
• Rocky Gorge: Walk across the small footbridge over the gorge for scenic views of the Swift River.
• Albany Covered Bridge: Snap a photo of one of New England’s traditional covered bridges.

19. Northampton, Massachusetts

Best as a day trip from Worcester, MA; Hartford, CT; New Haven, CT; Boston, MA

Northampton is a vibrant and eclectic city nestled in the scenic Pioneer Valley of Massachusetts. The city boasts an array of independent boutiques, art galleries, and live music venues, making it a haven for artists and creatives. 

If you love coffee, you could spend a lot of time hopping from one coffee shop to the next in Northampton. There are many options to choose from — one of my favorites is The Roost . 

While exploring the shops downtown, take time to admire the street art . There are large murals on the sides of buildings everywhere. It’s one of the features that make Northampton so unique.

Fall is the perfect time for apple picking ! Park Hill Orchard and Outlook Farm are both close to Northampton and have pick-your-own areas where you can hunt for your own fruit.

About 15 minutes outside of Northampton is Look Park , filled with a variety of fun and relaxing activities for all ages, including a steamer train, water spray park, mini golf, pedal boats, playgrounds, tennis courts, walking trails, and more.

20. Stockbridge, Massachusetts

Best as a day trip from Worcester, MA; Hartford, CT; New Haven, CT; Albany, NY

Stockbridge is located in the heart of the Berkshire Mountains and offers a mixture of historic architecture and stunning natural landscapes. This town has been an inspiration to writers and artists for generations, including Norman Rockwell, who captured the essence of Stockbridge with his iconic paintings. 

Visit the Norman Rockwell Museum to learn more about Rockwell’s life and see some of his original artwork.

Wander along Main Street to explore the antique shops, art galleries, and cozy cafes. Inside the old Stockbridge General Store is Main Street Cafe , which still maintains a lot of the original interior.

Stop by the historic Red Lion Inn (or book a night for the full experience), which has been a landmark of hospitality in the Berkshires for over 250 years. The hotel also owns two local boutiques, Township Four and Shop Around the Corner.

Tour a Gilded Age mansion, Naumkeag , which consists of 44 rooms and eight acres of gardens, including the famous Blue Steps. The property also features a seasonal outdoor Rose Garden Cafe, serving high tea in the gardens on select weekends.

People travel from near and far to visit Tanglewood , the famous summer home of the Boston Symphony Orchestra and a beloved music hall for many prominent musicians. Visit the Tanglewood website for the current line-up of performances.

21. Bennington, Vermont

Best as a day trip from Albany, NY; Stockbridge, MA; Manchester, NH

Surrounded by the stunning natural beauty of the Taconic Mountains, Bennington is a peaceful town filled with tree-lined streets, historic buildings, and a vibrant arts community.

Explore the Bennington Battle Monument , a symbol of Vermont’s role in the American Revolution, and learn more about the city’s history at the Bennington Museum .

See one of New England’s iconic white-steepled churches and Vermont’s oldest Protestant church (dating back to 1805), Old First Congregational Church .

Learn more about the history of Bennington by taking a self-guided Old Bennington Walking Tour ( download the brochure from the Bennington website ). 

Enjoy carefully curated dollhouse exhibits at the Dollhouse and Toy Museum of Vermont . The museum itself is located in a quaint 1850s Victorian home. Bennington is also home to several antique shops , where you can find hidden treasures from days gone by.

If you’re on a hunt to find the most covered bridges in New England, Bennington is home to three of them: the Burt Henry, Paper Mill, and Silk Road bridges . 

And for poetry lovers, the Robert Frost Stone House Museum is not far from Bennington, in the town of Shaftsbury.

22. Mystic, Connecticut

Best as a day trip from New Haven, CT; Hartford, CT; Providence, RI; Newport, RI

Mystic is a 19th-century coastal village that enchants visitors with its scenic waterfront and traditional New England atmosphere. Located on the Mystic River, the town has a timeless charm that points back to its seafaring past. 

Step back in time by touring the Mystic Seaport Museum , one of the largest maritime museums in the U.S., and see the nation’s oldest merchant vessel, the Charles W. Morgan whaleship.

⚓️ Take a guided tour of the Mystic Seaport Museum

Mystic’s Main Street has several character-filled boutiques and restaurants to explore. I really enjoyed the seafood at The Mariner .

Not far from downtown Mystic is Olde Mistick Village , a quaint outlet mall with dozens of shops selling handcrafted gifts, jewelry, accessories, and Mystic-made souvenirs.

Another top attraction in Mystic is the Mystic Aquarium , where you can see thousands of species of marine mammals, fish, invertebrates, and reptiles.

23. Marblehead, Massachusetts

Best as a day trip from Boston, MA; Portsmouth, NH; Ogunquit, ME

Marblehead is on the North Shore of Massachusetts and is renowned for its picturesque harbor, rocky shoreline, and beautifully preserved colonial architecture. It’s one of the oldest towns in the United States, with a rich history dating back to 1629.

One of my favorite things to do in Marblehead is browse the cute boutiques , especially along Atlantic Avenue and Washington Street. Sweetwater Trading Company, Chic Streets, and MacRae’s Sustainable Goods are some excellent places to check out.

Shubie’s Marketplace is a great place to stop for lunch. They have a deli counter where you can order delicious, fresh sandwiches, as well as coffee, cannolis, and other treats. If the weather is still nice, they have an outdoor seating area to enjoy, too.

A hidden gem in Marblehead is Castle Rock Park , one of my favorite places in all of New England. It’s located in the middle of a neighborhood, and if you blink, you’ll almost miss the entrance. Once you walk down the short path from the street, you’ll be greeted with the most stunning ocean views. There’s a giant rock formation you can climb to have an even better lookout point.

As weird as it sounds, one of the most picturesque graveyards in New England can also be found in Marblehead, called Old Burial Hill .

Not far from there is the historic Fort Sewall , an old fortification located on Gale’s Head, on the northeastern point of the Marblehead peninsula.

Like many New England towns, it’s also fun to simply walk the residential streets of Marblehead and admire the historic homes , which are kept up well and full of character and charm.

24. Salem, Massachusetts

Best as a day trip from Boston, MA; Portsmouth, NH; Portland, ME

Another North Shore gem is Salem , a town filled with cobblestone streets, colonial architecture, and a host of historic landmarks. It’s best known as the location of the Salem Witch Trials in 1692. 

Traveling to Salem from Boston? 🚢 Book a high-speed ferry from Boston’s Long Wharf!

If you are curious about Salem’s dark past, visit the Salem Witch Museum , Salem Witch Trials Memorial , and Old Burying Point Cemetery . Because of Salem’s spooky history, the town is especially popular to visit around Halloween.

Salem is also famous for The House of Seven Gables , a historic home featured in Nathaniel Hawthorne’s 1861 novel of the same name. You can purchase tickets to tour the house and grounds.

Another key attraction in Salem is the Peabody Essex Museum , featuring over 1.8 million pieces of art, architecture, and cultural artifacts. What started as a collection of objects by Salem sea captains in 1799 has turned into one of the most famous museums in Massachusetts.

If you’re craving something sweet, stop by Harbor Sweets for some locally-made chocolate and other sugary goodness. Their sailboat-shaped Sweet Sloops, made of almond buttercrunch, white and dark chocolate, and pecans, are one of their most popular items. (I’ve tried them and can attest that they’re delicious!)

25. East Haddam, Connecticut

Best as a day trip from Hartford, CT; New Haven, CT; Providence, RI

Nestled along the Connecticut River, East Haddam offers a picturesque setting with rolling hills, peaceful rivers, and dense forests.

One of the top attractions in East Haddam (and all of Connecticut actually) is the quirky Gillette Castle , the former home of actor William Gillette. Pay to tour inside the fascinating residence or simply walk the grounds, which provide scenic views of the Connecticut River.

Devil’s Hopyard State Park has hundreds of acres of beautiful hiking trails. One of the most popular stops in the park is Chapman Falls, whose staircase-like shape represents what some people say to be the “devil’s footpath.” 

Just outside of Devil’s Hopyard, stop by Boho Farm , a small family-owned farm near town with a gift shop selling handmade and locally sourced items.

Walk around East Haddam’s quaint Main Street to explore its boutiques and grab some ice cream. See a show at the iconic Goodspeed Opera House in town, which has been hosting performances since the 19th century.

Best Day Trips in New England in the Winter

Winter is a beautiful time to visit New England. Escape the crowds of summer and fall while still taking in the natural beauty and historic sites of the region. And of course, if you’re into winter sports like skiing or ice skating, then this is the prime time to go!

Here are my top picks for New England day trips in the winter:

26. Stowe, Vermont

Best as a day trip from Burlington, VT; Killington, VT; North Conway, NH

Located in northern Vermont, Stowe is known as the birthplace of alpine skiing in the state. Its first lift-operated ski trail started in 1937 on Mount Mansfield (the tallest point in Vermont at 4,939 feet).

The Stowe Mountain Resort is the place to be if you want to ski in Stowe. With 116 trails and 12 lifts, it has been an internationally acclaimed ski resort since the 1940s. Not far from Stowe is another popular skiing location, Smugglers’ Notch Resort .

If you’d prefer ice skating over skiing, there is a complimentary ice rink at the Spruce Peak Village Center, part of Stowe Mountain Resort. You can bring your own skates or rent them on-site.

Downtown Stowe is filled with quaint shops, galleries, and restaurants to explore — a great way to escape the winter cold. Be sure to snap a photo of the iconic white-steepled Stowe Community Church .

Another popular activity is the Stowe Recreation Path , which stretches from Stowe Village to Top Notch Resort on Mountain Road. In the winter, this 5.3-mile trail is open to walkers, runners, bikers, cross-country skiers, and snowshoers. There’s also a free shuttle that provides transportation along Mountain Road if you want to make it a one-way trip!

27. North Conway, New Hampshire

Best as a day trip from Manchester, NH; Portland, ME; Augusta, ME

North Conway is a scenic town in the heart of the White Mountains, in Mt. Washington Valley, and the perfect place to spend a snowy winter day.

In the town of North Conway itself, spend time browsing more than 100 shops, galleries, and factory outlets in North Conway Village .

If you’re interested in skiing, North Conway is within easy driving distance from three popular resorts: Cranmore Mountain Resort (5 minutes), Attitash Mountain Resort (15 minutes), and King Pine Ski Area (25 minutes).

While people flock to the Kancamagus Highway in the fall as one of the prime areas to see colorful foliage, this scenic road is equally beautiful in the winter with the snow-covered mountain peaks and fir trees. Just check the weather before you go as the highway sometimes closes when it snows.

North Conway isn’t far from Mount Washington , the tallest peak in the northeastern United States, towering at 6,288 feet.

The Mount Washington Auto Road is closed to private vehicles in the winter, but you can book a ride on a SnowCoach that takes you up two-thirds of the way, where you’ll have amazing views of the Presidential Range.

Hop on a traditional steam locomotive at the Conway Scenic Railroad . While train times are more limited in the winter, the company still offers picturesque trips through the snowy White Mountains. Check the website for available tours and to book tickets in advance.

If you don’t mind driving an hour to the other end of the Kancamagus Highway, experience the Ice Castles of New Hampshire in North Woodstock. This icy paradise includes ice slides, caves, and crawl tunnels, as well as an illuminated walking path, a snow tubing run, a Winter Fairy Forest, and more.

28. Killington, Vermont

Best as a day trip from Burlington, VT; Stowe, VT; Manchester, NH

On the Green Mountains side of New England lies the town of Killington, one of the most beloved skiing areas in the eastern United States.

Killington Resort is referred to as “The Beast,” with 1,509 skiable acres, 155 trails, and 21 lifts. Its tallest trail has an impressive 3,050-foot vertical drop.

Pico Mountain Ski Resort and Okemo Mountain Resorts are two other popular resorts not far from Killington.

If you fancy snowshoeing over skiing, try one of the trails in Gifford Woods State Park . This park is a common pass-through area for hikers on the Appalachian Trail from Georgia to Maine.

For an easy winter hike, the two-mile out-and-back Deer Leap Overlook Trail leads to a rock outcrop with beautiful views of the Coolidge Mountain Range and Sherburne Pass.

After a long day in the snow, warm up with a hearty dinner in downtown Killington . A couple of highly-rated restaurants include Casey’s Caboose and The Garlic.

29. Washington, Connecticut

Best as a day trip from New Haven, CT; Hartford, CT; Albany, NY

Washington is a picturesque town in the Litchfield Hills of western Connecticut. Known for its charming New England ambiance, it offers a peaceful retreat away from the hustle and bustle of city life.

See the beautiful, white-steepled First Congregational Church before strolling through Washington’s quiet neighborhoods with their historic and well-landscaped homes.

Stop for lunch at Po Cafe , located in the old post office building. They have a delicious selection of food and drinks with both indoor seating and heated outdoor seating. (Note they are closed on Sunday and Monday and are only open until 2 p.m. on the other days.)

For a luxurious winter day trip experience, book a special spa treatment at the renowned Mayflower Inn & Spa . (If you’re a Gilmore Girls fan, this place inspired the creation of the Independence Inn on the show.)

Washington is also home to three scenic nature preserves, the Hidden Valley, Macricostas, and Steep Rock preserves . Each of these preserves allows cross-country skiers and snowshoers on their hiking trails during the winter months. Enjoy snow-covered landscapes as you glide along the various loop trails.

30. Concord, Massachusetts

Best as a day trip from Boston, MA; Worcester, MA; Hartford, CT; Manchester, NH

Concord is a picturesque town just a short drive from Boston, with an interesting blend of colonial architecture, historic sites, and literary landscapes. 

Concord looks like a postcard in the winter, especially during the Christmas season when its quaint Main Street is beautifully decorated with wreaths and lights.

One of my favorite shops in downtown Concord is Nesting , an eclectic boutique with unique gifts and home goods. You can find lots of Christmas ornaments and other winter decor there this time of year.

Another highlight attraction near Concord that’s open year-round is Minute Man National Historic Park , which preserves the sites involved in the first armed conflict of the American Revolution on April 19, 1775. A key place to visit in the park is Old North Bridge , where the famous “shot heard round the world” was fired.

Walden Pond State Reservation is the place that inspired Henry Wadsworth Longfellow’s novel Walden . Take a peaceful winter hike around the pond and you’ll come across the former site of his log cabin where he wrote the book.

For another historic, literary experience, take a tour of the Louisa May Alcott Orchard House , the home where the famous author wrote and set her novel Little Women in 1868.

31. Bethel, Maine

Best as a day trip from Portland, ME; Augusta, ME; North Conway, NH

Bethel is a popular ski town in Maine and is referred to as “Maine’s most beautiful mountain village.”

Sunday River Resort is one of Maine’s largest ski resorts with 19 lifts and 139 different trails and glades. It’s also home to the fastest eight-person chairlift in North America. 

Not far from Sunday River Resort is the Sunday River Covered Bridge , built in 1872 and part of the U.S. National Register of Historic Places.

Mt. Abram Ski Area is a smaller ski resort near Bethel that is a popular choice for families and first-time skiers, or those looking for a quieter, more local skiing experience.

Another “gem” in Bethel is the Maine Mineral and Gem Museum , where you can see meteorites from Mars, the moon, and the Asteroid Belt. There’s also a Rock Garden showcasing 26 geological specimens from around the state.

If you’re up for a good winter hike, try the Old Speck Trail in Grafton Notch State Park , a 7.6-mile round-trip trail that ascends Maine’s third-highest mountain at 4,180 feet. There are also places in the park to cross-country ski or snowshoe.

Best Day Trips in New England in the Spring

New England gets a lot of press in the fall with its beautiful foliage colors, but I absolutely love it here in the spring. New England often has very harsh winters, so there’s nothing quite like seeing those first blooms after the snow has melted away. The weather starts to warm up, but you don’t have to worry about the crowds and traffic of summer.

Here are my top recommendations for New England day trips in the spring:

32. Boston, Massachusetts

Best as a day trip from Worcester, MA; Providence, RI; Hartford, CT; Manchester, NH; Ogunquit, ME

Boston makes for a great day trip in New England at any time of the year, but I especially love the city in the spring. After a long, harsh winter, it’s so pretty to see all the trees come into bloom, and the streets come alive with people once again.

To understand Boston’s important role in the American Revolution, take a guided or self-guided tour of the Freedom Trail , a 2.5-mile path that leads you to 16 different historic sites throughout the city. You can also experience a reenactment of the Boston Tea Party at the Boston Tea Party Ships & Museum .

🇺🇸 Book a guided Freedom Trail tour

Learn more about Boston’s history on a one-of-a-kind Duck Boat Tour, an amphibious vehicle that takes you past sights on both land and water.

🦆 Book your Duck Boat Tour (They sell out fast!)

Taste authentic Italian food in North End , also known as Boston’s Little Italy. Mike’s Pastry and Modern Pastry are rivals for the best cannoli. (Most locals seem to point to Modern Pastry, though I think both of them are good — but hey, I’m no cannoli connoisseur.)

Experience Boston’s Chinatown , a center of Asian-American life in New England. There are many amazing Asian restaurants to choose from, and I love to go here for bubble tea!

Walk over to Copley Square and tour the Boston Public Library , especially the historic section of the library that includes the stunning Bates Hall.

Spend some time browsing the shops along Newbury Street with its iconic brownstone buildings before heading to the Charles River Esplanade for scenic water and city views.

A visit to Boston wouldn’t be complete without walking through the Public Garden and Boston Common , two of America’s oldest and best public parks. 

End your day with a walk down Charles Street in the charming Beacon Hill neighborhood (one of my favorite places in Boston!). If you have time, sneak up to Acorn Street to see one of the last original cobblestone streets in Boston. It’s one of the most photographed streets in America.

Related read: 24-Hour Boston Itinerary: Best Things to Do in 2023

33. Martha’s Vineyard, Massachusetts

Best as a day trip from Provincetown, MA; Hyannis, MA; Providence, RI; Boston, MA

Martha’s Vineyard is a prime island getaway in New England, just off the coast of Cape Cod, Massachusetts. The high season for the island is in the summer, so I recommend visiting in May if you want to beat the crowds. (But if you want to see the stunning hydrangeas, those typically don’t start blooming until July.)

The only way to get to Martha’s Vineyard is by ferry or plane. There are several places to catch the ferry, including the Falmouth and Hyannis harbors on Cape Cod. There are also tour options from Boston!

🚢 Book a Martha’s Vineyard Day Trip from Boston

Once you get to the island, spend some time exploring the various shops and boutiques downtown, including the beloved Vineyard Vines store that was founded on the island.

Visit the Oak Bluffs area of the island to see the iconic gingerbread cottages . In this neighborhood, you will also find the Flying Horses Carousel , the oldest operating platform carousel in America. The carousel was first located in New York City but was moved to Martha’s Vineyard in the 1880s.

For stunning cliff and ocean views, stop by the Aquinnah Cliffs Overlook on the western side of the island. (This is an awesome place to watch the sunset, too!)

One of the best beaches on Martha’s Vineyard is South Beach , located on the southeast side of the island. But you really can’t go wrong — you’ll find stunning beaches all over Martha’s Vineyard.

34. Provincetown, Massachusetts

Best as a day trip from Boston, MA; Hyannis, MA; Plymouth, MA

On the tip of Cape Cod is the charming town of Provincetown. It’s the oldest continuous art colony in the United States, with numerous galleries, studios, and theaters showcasing the work of local artists. And with Provincetown stretching 60 miles into the ocean, it’s also filled with natural beauty and seaside fun.

Note that you can drive to Provincetown if you want to see the entire Cape, or take a ferry directly there from Boston’s Long Wharf.

Commercial Street is the center of activity in Provincetown, where you’ll find numerous shops and restaurants to explore.

Provincetown is also a prime location to catch a whale-watching tour . Boats depart from the Provincetown Harbor and last for 3-4 hours, giving you ample opportunity to see a variety of whales and dolphins in their natural habitat.

Check out the 252-foot-tall Pilgrim Monument , which is the actual place where the pilgrims first landed in the New World before sailing on to Plymouth.

The monument is part of the Provincetown Museum , where you can learn more about the Mayflower pilgrims’ arrival and the rich maritime and theater history of Provincetown.

Two of the best beaches in Provincetown include Race Point Beach and Herring Cove Beach . You may not want to swim yet in the spring, but it’s still worth walking along the shore or relaxing on the sand. 

The Race Point Lighthouse is also worth seeing when you’re in Provincetown, but note that contrary to the name, the lighthouse is about a two-mile hike (or 11-minute drive) from Race Point Beach.

Province Lands Bike Trail , one of three bike trails at Cape Cod National Seashore, is a 5.45-mile trail winding through pine forests, sandy dunes, and cranberry bogs. The trail includes easy exit points to Race Point Beach and Herring Cove Beach.

35. New Haven, Connecticut

Best as a day trip from Hartford, CT; Mystic, CT; Providence, RI; New York, NY

New Haven is on the southwestern side of Connecticut, about an hour and a half from New York City. It’s a dynamic and diverse city with a vibrant academic atmosphere, rich history, and plenty of natural beauty to explore.

New Haven is most famous as the home of Yale University , one of America’s oldest and most prestigious colleges, founded in 1701. Book a walking tour to learn more about the university’s history and take in the stunning architecture.

Not far from Yale’s campus is the historic New Haven Green that has been around since 1638. Walk through this nine-acre green space, enjoy the canopy of elm trees above you, and stop to see three of New Haven’s historic churches: Trinity Church, United Church, and Center Church.

From the Green, walk a short distance to Louis’ Lunch , one of the tiniest restaurants you’ll ever see. This little hamburger joint has been around since 1900, and they still serve their burgers on toast.

If you’re craving time in nature, visit Lighthouse Point Park for scenic views of New Haven and Long Island Sound. 

Another popular option is East Rock State Park , a unique trap rock formation in the middle of the city. Hike to the top of the “rock” for a birds-eye view of New Haven and Long Island Sound beyond.

In the neighboring town of Hamden, hike the trail around the peaceful Lake Wintergreen . 

Bonus: About 20 minutes outside of New Haven, in Milford, is Silver Sands State Park , one of my favorite places in Connecticut. This unique seaside park includes a sandy beach, boardwalk, and — the most unique feature — a “tombolo” (sandbar) that you can walk across to Charles Island only during low tide. (Be sure to come back before the tide rises or you’ll be stuck on the island with the nesting birds!)

36. Beverly, Massachusetts

Best as a day trip from Boston, MA; Worcester, MA; Portsmouth, NH; Ogunquit, ME

Beverly is a hidden gem on the Massachusetts North Shore. Most people mention towns like Gloucester and Rockport when they talk about escaping the city for a day by the shore, but there are several attractions that make Beverly worth a visit, too.

Start your day in Beverly with a delicious cup of coffee and fresh scone from the tiniest little cafe you may ever see: Beantrust Coffeebar. There isn’t much space inside to sit and relax, but it’s worth grabbing your items to-go and strolling through the pretty neighborhoods nearby.

Lynch Park is known as the Crown Jewel of Beverly with its beautiful rose garden, beaches, amphitheater, playground, and splash pad. It’s the perfect place to spend an afternoon near the water. (Note that parking is $15 on weekdays and $25 on weekends during high season from the end of May through Labor Day.)

Dane Street Beach is one of the most popular beaches in Beverly, and one of the few beaches on the North Shore where you can find free street parking. You may not want to swim in the water in the spring, but it’s still a beautiful beach for a walk or to sit and watch the waves roll in.

See a show at the North Shore Music Theatre , the largest operating theatre in New England, attracting more than 250,000 people each year. It’s also one of the few remaining “theatre-in-the-round” stages left in the U.S.

Enjoy the lovely gardens and walking trails at Long Hill , the former summer home of the Sedgwick family from 1916 to 1979.

37. Hartford, Connecticut

Best as a day trip from New Haven, CT; Boston, MA; Worcester, MA; Providence, RI

Located in central Connecticut, the state’s capital city of Hartford offers an interesting mix of historic sights, public parks, and high-quality museums to explore.

The Connecticut State Capitol is one of the most beautiful capitol buildings I’ve ever seen, with its gold dome and Victorian Gothic architecture. Surrounding the capitol is the scenic Bushnell Park , featuring a historic carousel and several monuments. 

Another beautiful park to check out is the Elizabeth Park Conservancy . Its focal point is the Helen S. Kaman Rose Garden with its many arches of roses that come into full bloom by mid-June.

Tour the 25-room mansion where the iconic author Samuel Langhorne Clemens (Mark Twain) and his family lived from 1874 to 1891. The Mark Twain House & Museum has been designated a National Historic Landmark.

If you’re interested in art history, visit the Wadsworth Atheneum Museum of Art , which is home to nearly 50,000 works of art spanning 5,000 years.

The Connecticut Science Center and The Children’s Museum are two other fun places to visit in Hartford if you have kids. Both museums are full of interactive exhibits where kids can try their hand at STEM activities and see scientific wonders.

Best New England Day Trips for Families

New England is a wonderful place to visit with the whole family! So many locations have attractions geared toward kids, and there are plenty of activities that can entertain all ages.

These are some of my top recommendations for family day trips in New England:

• Hartford, Connecticut: Kid-focused museums and parks
• Mystic, Connecticut: Fun maritime activities, including a historic ship and large aquarium
• Acadia National Park, Maine: Endless hiking trails and areas to explore
• Ogunquit, Maine: Shoreside fun, with beaches, trails, kayaking, and more
• York, Maine: Home to one of New England’s largest zoos and awesome beaches
• Boston, Massachusetts: Playgrounds, parks, and museums galore!
• Gloucester, Massachusetts: Family-friendly beaches and a hidden castle
• North Conway, New Hampshire: Snowy paradise with ice castles, ski resorts, and more
• Burlington, Vermont: Lakeside parks, hiking trails, and a one-of-a-kind science museum

Related read: 13 Awesome Family Day Trips in Massachusetts by Season

Best New England Day Trips for Couples

If you’re planning a romantic trip for two, here are my favorite options:

• Litchfield Hills, Connecticut: Small towns and scenic landscapes to explore
• Bar Harbor, Maine: Relaxing restaurant and cafe scene at the doorstep of Acadia National Park
• Portland, Maine: Foodie paradise along with plenty of outdoor activities
• Martha’s Vineyard, Massachusetts: Quaint island getaway with lots of history and charm
• Nantucket, Massachusetts: Similar to Martha’s Vineyard, but even more remote
• Portsmouth, New Hampshire: Walkable downtown and close proximity to beaches
• Stowe, Vermont: Cozy mountain escape

Best Places to Stay in New England

If you’re taking multiple day trips in New England and need a “base camp” where you can crash for the night, here are some excellent options throughout the region:

The Goodwin , Hartford, Connecticut

Nearby day trips recommended in this post:

• Hartford, CT
• New Haven, CT
• Washington, CT
• East Haddam, CT
• Griswold, CT
• Stockbridge, MA
• Northampton, MA

🛌 Check room availability and book!

Ogunquit River Inn & Suites , Ogunquit, Maine

• Ogunquit, ME
• Portland, ME
• Portsmouth, NH

Bar Harbor Grand Hotel , Bar Harbor, Maine

• Acadia National Park, ME
• Bar Harbor, ME

Omni Parker House , Boston, Massachusetts

• Marblehead, MA
• Martha’s Vineyard, MA
• Provincetown, MA
• Concord, MA

Wentworth by the Sea , Newcastle, New Hampshire

• Gloucester, MA
• Rockport, MA
• Beverly, MA

Newport Marriott Hotel & Spa , Newport, Rhode Island

• Newport, RI
• Narragansett, RI
• Watch Hill, RI

Trapp Family Lodge , Stowe, Vermont

• Burlington, VT
• Killington, VT

Here are answers to other common questions about New England!

What month is best in New England?

New England is lovely any time of year, so it all depends on what activities you want to do! I especially like the months of June through September here.

I love New England summers when all the coastal towns come alive and you can enjoy many days at the beach. The water is warmest in August and September but don’t expect the water to ever be “warm” since it is the North Atlantic Ocean. 🙂

Spring and fall have milder but still pleasant temperatures. These are my favorite seasons to explore New England because you don’t have the traffic of the summer crowds or the unpredictable weather of the winter. In the fall, you have the stunning foliage and in the spring, the beautiful blossoming trees.

In the winter, it’s not uncommon for snow storms to make travel difficult and cause certain places to shut down. But New England is a prime skiing and snowshoeing destination, so if you come prepared, December through March are great months to visit.

How many days do you need in New England?

If you want to get a taste of all six New England states, I recommend spending at least one week here. I provide a sample seven-day New England itinerary in this post .

If you have time to spare, two weeks would allow you to explore some of the more remote parts of New England, like Acadia National Park or Martha’s Vineyard.

That being said, if all you have is one or two days in New England, you can still cover a lot of ground. Any of the day trips in this post are great options to choose from, and below are some other posts I have written on day or weekend trips in New England:

• Weekend in Burlington, VT: The Perfect 2 or 3-Day Itinerary
• A Weekend in Newport, Rhode Island: 7 Best Things to Do
• 13 Awesome Family Day Trips in Massachusetts by Season
• Day Trip to Salem from Boston: All You Need to Know

How should you spend five days in New England?

There are many excellent itineraries for five days in New England. To get a perfect blend of coastal views, hilly rural areas, and mountain landscapes, here is one sample itinerary I would recommend:

• Day 1: Litchfield Hills, Connecticut (if traveling by plane, fly into Hartford)
• Day 2: Newport, Rhode Island
• Day 3: Boston, Massachusetts
• Day 4: Portland, Maine
• Day 5: North Conway, New Hampshire (fly out of Portland)

But feel free to mix and match any of the day trips in this post for other itinerary options!

What are the best day trips in each New England state?

These are my top day trip options in each New England state:

• Connecticut: Mystic, Litchfield Hills, Griswold
• Maine: Acadia National Park, Portland, Ogunquit
• Massachusetts: Boston, Marblehead, Gloucester
• New Hampshire: Portsmouth, Kancamagus Highway, North Conway
• Rhode Island: Newport, Narragansett, Watch Hill
• Vermont: Burlington, Stowe, Bennington

Conclusion: Best Day Trips in New England

There you have it: my list of the 37 best day trips in New England! Whether you’re interested in some “vitamin sea,” a long hike in the mountains, a food tour, or visiting museums and historic sites, there are plenty of options to choose from. 

I hope this list has given you lots of inspiration as you plan your New England day trip. Have an amazing time, wherever you go!

PLANNING A TRIP? These are the resources I recommend: ✈️ Flights:   Skyscanner 🛌 Hotels:  Booking.com ​ 🚗 Rental cars:   DiscoverCars 🎟 Tours: Viator  or  GetYourGuide

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The Most Beautiful Vermont Scenic Drives: 10 Designated Byways

By Author Tara Schatz

Posted on Published: March 20, 2024

Planning a New England vacation and looking for a few beautiful Vermont scenic drives? Want to fill your days with far-reaching vistas, pastoral landscapes, and opportunities for outdoor recreation?

Fill up your gas tank, charge your camera, and pack your sturdy footwear — it’s time for another incredible Vermont road trip!

Whether you want to get away for a week or an afternoon, these 10 incredible byways are the most scenic drives in Vermont, encompassing everything you love about Vermont road trips, no matter what season you choose to take them.

Table of Contents

Connecticut River Byway: Brattleboro to St. Johnsbury

2-3 days, 128 miles

Trave along the Connecticut River from one end of Vermont to the other on Vermont’s only designated National Byway.

The Connecticut River Byway is a three-state, 500-mile byway, spanning the west and east shores of the Connecticut River starting in Massachusetts and traveling north through Vermont and New Hampshire to the Canadian border.

A journey on this meandering stretch of pavement includes far-reaching river views, historic river towns and cities, and acres of fertile farmland. We recommend taking a weekend trip and driving 128 miles on Route 5 from Brattleboro to St. Johnsbury, Vermont, but of course, you can drive all the way to Canada if you have time.

The Connecticut River Byway is one of the most scenic drives in Vermont, with ample opportunities for extending your vacation.

Here are some of the stops we’d recommend on this beautiful Vermont road trip:

• Latchis Hotel and Theatre, Brattleboro: The Latchis Hotel opened in 1938 in downtown Brattleboro. It’s Vermont’s only Art Deco Hotel. The Latchis Theatre, right downstairs, is a member of the League of Historic Amerian Theatres and a fun spot to see Hollywood’s latest films.
• Westminster, Vermont: Stop and enjoy Vermont’s oldest town, chartered in 1735. Most of the tiny Westminster Village (population 287) is listed on the National Register of Historic Places.
• Mount Ascutney State Park, Windsor: Gorgeous mountain vistas, unique hiking trails, and a beautiful family-friendly campground – Mount Ascutney State Park is a playground for nature lovers, history buffs, and outdoor adventurers. You can hike one of four trails to the summit or drive to the summit and hike the network of trails at the top.
• Path of Life Sculpture Garden, Windsor: This 14-acre sculpture park is located in Artisans Park in Windsor, Vermont. Meander the paths through the garden and then relax with a beer at Harpoon Brewery .
• Cornish-Windsor Covered Bridge, Windsor: This is the longest wooden covered bridge in the United States and the longest two-span covered bridge in the world.
• King Arthur Baking Company, Norwich: King Arthur Baking Company got its start more than 200 years ago as the first flour company in the United States. You can visit King Arthur’s flagship store in Norwich, Vermont. Stock up on baking supplies, have a fantastic lunch, and sign up for a class at the   King Arthur Baking School.
• Dog Mountain, St. Johnsbury: Dog Mountain is set on 150 acres on a private mountaintop in St. Johnsbury, Vermont. The grounds are always open to people and their dogs. Be sure to visit the Dog Chapel, where people from all over the world come to pay tribute to dogs they have loved and lost.

Where to Stay on the Connecticut River Scenic Byway

• Latchis Hotel , Brattleboro
• Mount Ascutney State Park (camping) or Fat Sheep Farm and Cabins , Windsor
• Cherry House Bed and Breakfast , St. Johnsbury

Read Next: Paddle the Connecticut River in Windsor, Vermont

Crossroads of Vermont Byway: Rutland to Quechee

1-2 days, 41 miles

This 41-mile Vermont road trip travels from east to west through the middle of the state, traversing the Green Mountains. It can be completed in a single day, or you can stretch it out and make a weekend of it.

Start your adventure in Rutland, which got its start as a working-class city and a leading producer of marble, but has quickly become a premier destination for art lovers.

As you head east, you’ll travel through the mountain towns of Mendon, Killington, and Bridgwater before descending into Woodstock and Quechee.

You can easily do this trip in a single day, spending the morning in Rutland and arriving in Woodstock in time for a late dinner. If you choose to spend the night in Woodstock, you should spend another full day there exploring and adventuring.

Recommended stops on this Vermont road trip:

• Rutland, Vermont: Walk around town and enjoy the 15+ murals , an outdoor sculpture trail , and five art galleries.
• Killington, Vermont: Killington is an outdoor lover’s paradise, where you can hike miles of trails , swim in a mountain lake, or take a gondola to the top of Killington Peak (4,241 feet).
• Long Trail Brewing, Bridgwater Corners: Relax with a beer at one of Vermont’s oldest breweries, Long Trail Brewing Co.
• Billings Farm & Museum, Woodstock : Located just outside of the village of Woodstock, Billings Farm & Museum combines an award-winning Jersey dairy farm with one of the finest outdoor history museums in the country.
• Quechee Gorge, Quechee: Quechee Gorge is known as “Vermont’s Little Grand Canyon” and at 165 feet, is the deepest gorge in Vermont.

Where to Stay in Woodstock

We just couldn’t narrow it down, so here are a few choices!

• Woodstock Inn & Resort : For a luxury experience.
• The Shire Hotel, Woodstock, VT : Dog-friendly lodging right in town.
• Log Cabin Apartment in Woodstock:  Walk to everything from this beautiful apartment.
• Historic Cottage on a Vineyard:   A beautiful, 900-square-foot cottage on Gilbert’s Hill.

Read Next: 10 Perfect Things to do in Woodstock in the Fall

Green Mountain Byway: Waterbury to Cambridge (loop)

2-3 days, 71 miles

This 71-mile scenic Vermont road trip is part of the larger Route 100 corridor, which in my opinion is one of the most scenic drives in New England.

The Northern Green Mountains are home to both jagged peaks and open farmland. Vermont’s highest peak, Mount Mansfield, as well as the stately Worcester Range, make this a dramatic landscape to explore.

The many historic towns that dot the landscape may seem isolated, but they have worked together to create communities that are as unique as they are welcoming to visitors.

The Green Mountain Byway starts in Waterbury and travels north through Stowe, Morrisville, Johnson, and Cambridge. You’ll drive through the famous Smuggler’s Notch, visit gorgeous waterfalls, and stop for a sampling of Vermont’s best ice cream, beer, cheese, and donuts. It’s quintessential Vermont in a weekend-long adventure!

While the Green Mountain Byway is a short loop, we recommend giving yourself a full weekend (or longer) to check out these sites:

• Ben & Jerry’s Factory, Waterbury: Visit the flavor graveyard, tour the factory (closed 2022), and grab a scoop from Vermont’s most famous ice cream shop.
• Cabot Farmers’ Store, Waterbury: You can never have too much Vermont cheese!
• Cold Hollow Cider Mill, Waterbury: Learn how cider is made, indulge in a donut (or two), and visit the hard cider tasting room.
• Waterbury Center State Park, Waterbury: Go for a walk around Waterbury Reservoir, rent a kayak, or take a dip in the clear mountain water.
• Auto Toll Road, Stowe: Drive to the top of Mount Mansfield and then hike along the ridge from the nose to the chin.z
• The Alchemist Brewery, Stowe: Pick up a four-pack of Vermont’s most famous beer, Heady Topper, or relax on the lawn with a pint.
• Bingham Falls, Stowe: A short hike leads to the beautiful Bingham Falls off of Route 108 in Smuggler’s Notch. It’s a nice swimming hole too!

Where to Stay in Stowe/Waterbury

• Trapp Family Lodge , Stowe
• Field Guide Lodge , Stowe
• Little River State Park , Waterbury (camping)

Read Next: The Best Places to Visit in Vermont in the Fall

Lake Champlain Byway: Addison to Alburgh

2-3 days, 67 miles

In its entirety, the Lake Champlain Byway totals 185 miles, hugging the length of Lake Champlain all the way to the Canadian Border.

Traveling through fertile farmland with both the Adirondacks and the Green Mountains as a distant backdrop, this scenic Vermont drive has something for everyone, whether you want to get out on Vermont’s biggest lake, explore Vermont’s biggest city, or get lost on a back road.

Start in Vergennes, Vermont’s smallest city (by area), and drive north on picturesque Route 7 into the relative metropolis of Burlington for a day of shopping and culture, and a night on the town.

Finally, spend some time exploring the Lake Champlain Islands, including Vermont’s first commercial winery and an ancient coral reef.

We recommend taking two to three days to see the following sites on this beautiful Vermont road trip:

• Lake Champlain Maritime Musem, Vergennes: Learn about Lake Champlain’s fascinating maritime history with indoor and outdoor exhibits.
• Mount Philo State Park, Charlotte: Climb (or drive) to the top of Mount Philo in Vermont’s oldest state park (1924).
• Shelburne Museum, Shelburne: This sprawling museum features multiple historic buildings, indoor and outdoor exhibits, and more than 150,000 objects in its collection of art, design, and American. Don’t miss this one!
• Church Street Marketplace, Burlington: A pedestrian-only outdoor shopping and dining area in downtown Burlington.
• ECHO Center, Burlington: Learn about the natural history, geology, and ecology of Lake Champlain right on the waterfront.
• Snow Farm Vineyard, South Hero: Vermont’s first commercial winery offers tastings in a gorgeous setting.
• Alburgh Dunes State Park, Alburgh: A beautiful expanse of sandy beach for swimming (rare on Lake Champlain).
• Chazy Reef, Isle La Motte: Visit the remnants of the oldest fossil reef in the world. Explore 85 acres of protected land and fossils that are 480 million years old!

Where to Stay on the Lake Champlain Byway

• Mount Philo State Park , Charlotte (camping)
• Hilton Lake Champlain, Burlington
• Guesthouse with Lake Champlain access (vacation rental), South Hero

Read Next: The Best Things to do in Burlington, Vermont this Summer

Mad River Byway: Warren, Waitsfield, and Middlesex

1 day , 36 miles

The Mad River Byway is another short Vermont road trip that covers a small section of Route 100 and 100B, from Warren to Middlesex. If you have a few extra days, you should add this section to the Green Mountain Byway or Scenic Route 100 Byway.

If you are looking for a fantastic day trip, the Mad River Byway is ideal. We recommend doing it in the summer, so you can take advantage of all the swimming holes and hiking in the area, but the leaf-peeping is spectacular here too.

Here are some of our favorite stops on this Vermont road trip:

• Warren Falls, Warren: One of the best swimming holes in Vermont , Warren Falls is located right off Route 100. There are shallow spots for kiddos, deep spots for cliff jumping, and gorgeous waterfalls to check out when the water is too cold to swim.
• Mad River Taste Place, Waitsfield : A specialty grocery store with delightful Vermont products, including cheese, meats, maple syrup, and gourmet foods. It’s a great stop for road trip picnic supplies and gifts!
• Mad River Path: Mad River Path is an organization dedicated to creating a system of continuous public pathways and trails connecting Warren, Waitsfield, Fayston, and Moretown. Choose from numerous trails of varying levels of difficulty.
• Red Hen Baking, Middlesex: This is our favorite bread in the state, and we have been known to embark on long car rides to get our hands on it. Since you’re in the area, you have to stop for lunch and an extra loaf for the journey!

Where to Stay on the Mad River Byway

Seeing as this is a short road trip, you probably won’t require an overnight in the area. If you are planning for a special occasion, though, I do have to mention this luxurious treehouse rental near Waterbury at the northern end of the Mad River Byway and the southern end of the Green Mountain Byway.

We stayed at Moose Meadow Treehouse for our anniversary a few years ago and loved every minute of it. Moose Meadow Lodge also offers more traditional lodging. Visitors have access to a hot tub, a delightful breakfast, and hiking trails.

Molly Stark Byway: Bennington to Brattleboro

3 days, 48 miles

The Molly Stark Byway is another short road trip that you can easily do over a long weekend. It begins in Bennington and travels through the Green Mountains on Route 9 through Woodford (the highest village in Vermont at 2,215 feet), Wilmington, ending in Brattleboro.

In case you are curious about Molly Stark – she was the wife of General John Stark, who led a Colonial militia to victory at the Battle of Bennington in 1777.

The region provides the perfect mix of history, art, and outdoor recreation, and we recommend giving yourself three days to explore the following sites:

• Bennington Battle Monument, Bennington: Vermont’s tallest man-made structure and most visited historic site, the Bennington Monument commemorates the Battle of Bennington in 1777.
• Bennington Museum, Bennington: A celebration of Vermont artists and history with the largest collection of Grandma Moses paintings in the world.
• Woodford State Park, Woodford: Rent a kayak, go for a swim, or hike around the lake.
• Wilmington, Vermont: Walk the small downtown area, eat at Dot’s Diner, and explore Lake Whitingham.
• Hogback Mountain, Marlboro: Stop for the 100-mile view. Stay for pizza and a beer at Beer Naked Brewery.
• Brattleboro Museum and Art Center, Brattleboro: A non-collecting museum that focuses on new exhibits by regional artists.

Where to Stay on the Molly Stark Byway

• Harwood Hill Motel , Bennington
• Woodford State Park, Woodford (camping)
• The Willmington Inn , Wilmington
• Latchis Hotel, Brattleboro

Read Next: Explore Woodford State Park in Four Seasons

Northeast Kingdom Byway: St. Johnsbury to Newport

2 days, 51 miles

The Northeast Kingdom is one of the wildest places in Vermont and has some of the most beautiful landscapes in the country.

Featuring lush, impenetrable forests, hidden lakes, and enduring farmsteads, the Northeast Kingdom is special. You do have to look beyond the lousy cell service and unpredictable weather, but what you’ll discover is a little piece of paradise.

The Northeast Kingdom Byway covers 51 miles between St. Johnsbury and Newport, as well as the small towns of Lyndon, East and West Burke, Westmore, Charleston, and Derby. This Vermont road trip is for nature lovers – be on the lookout for moose and deer as you drive – slowly.

Give yourself two days to explore the Northeast Kingdom.

Here are the must-visit sites and attractions on this special Vermont road trip:

• Chamberlin Mill Covered Bridge, Lyndonville: Built in 1881.
• Schoolhouse Covered Bridge, Lyndonville: Built in 1879.
• Kingdom Trails, East Burke: 100+ miles of non-motorized trails have become a premier mountain biking destination.
• Lake Willoughby, Westmore: This is Vermont’s deepest lake (312 feet), and one of the prettiest. Two steep mountains on either side give it a fjord-like appearance. Climb to the top of Mt. Hor for stunning views of Lake Willoughby and beyond.
• Lake Memprhemagog, Newport: Newport is the largest city in the area, with a thriving downtown and waterfront area.

Where to Stay on the Northeast Kingdom Byway

There are few hotels in the area, but plenty of campgrounds and cottages for rent. Check out Mountain Lake Cottages on the shore of Lake Willoughby to unplug and relax while exploring the Northeast Kingdom.

Scenic Route 100 Byway: Wilmington to Granville

2-3 days, 103 miles

If you can only choose one road trip through Vermont during your vacation, drive Route 100 from Wilmington north to Granville. Yankee Magazine called this route the best foliage drive in New England, and we couldn’t agree more.

Start in Wilmington (mentioned in the Molly Stark Byway) and head north on a leisurely journey through the mountains. Two days should be sufficient, but take three if you want to explore more of the trails and natural areas.

The northern end of the Scenic Route 100 Byway connects with the Mad River Byway in Warren.

Here are the stops you won’t want to miss on this spectacular Vermont road trip:

• Mount Snow, West Dover: In the summer and fall, you can take the Bluebird Express gondola to the top of the mountain. In the winter, Mount Snow is a popular ski resort.
• Jamaica State Park, Jamaica: Swim in the river, ride your bike on the West River Rail Trail, and hike to Hamilton Falls.
• Vermont Country Store, Weston: Vermont’s most iconic country store. Come sample Vermont cheeses, buy some penny candy, and outfit yourself in Vermont flannel!
• Buttermilk Falls, Ludlow : Located in Okemo State Forest, this lovely waterfall is also a popular spot for swimming in the summer.
• President Calvin Coolidge Historic Site: Explore the birthplace and childhood home of our 30th president. The historic village appears much as it was during Coolidge’s lifetime.
• Hike Killington : There are numerous trails in the Killington area. Here are our favorite day hikes, from easy to strenuous.
• Moss Glen Falls, Granville: One of Vermont’s prettiest waterfalls is right off Route 100.

We cover the whole 217 miles of Route 100 in our 5-day fall-foliage itinerary.

Where to Stay on the Scenic Route 100 Byway

• The Wilmington Inn , Wilmington
• Jamaica State Park, Jamaica (camping)
• Main + Mountain, Ludlow

Read Next: The Best Things to Do in Wilmington, Vermont

Shires of Vermont Byway

2 days, 23 miles

Welcome to my home turf! The Shires of Vermont Byway is named for the scenic region it passes through in southwestern Vermont.

This pastoral road trip takes through a narrow valley between the Taconic Mountains to the west and the Green Mountains to the east.

Start your journey in Bennington, which is also the start of the Molly Stark Bway mentioned above. Drive north on Route 7A through historic towns and farms. Dirt and gravel side roads will undoubtedly tempt you, so be sure to give in a few times.

You never know what you’ll see on the back roads of southwestern Vermont!

Spend a night in Bennington and a night in Manchester to discover this 23-mile road trip.

Here are a few spots you won’t want to miss on the Shires of Vermont Byway:

• Old Bennington: Take a self-guided walking tour to explore the Bennington Monument, Old First Church, and the Bennington Museum, as well as numerous historic homes.
• Covered Bridges of Bennington County: Before leaving Bennington, check out three covered bridges. Two more can be seen in Arlington, farther north.
• Lake Shaftsbury State Park, Shaftsbury: This is a small park with a lake for swimming and a one-mile trail around the lake.
• Hildene, Manchester: This was the former summer estate of Robert Todd Lincoln, son of President Abraham Lincoln. The grounds of Hildene are worth a visit, and you can also take a tour of the house, visit a restored Pullman Car, walk the trails, and tour the working farm.
• Southern Vermont Arts Center, Manchester: Home of the largest outdoor sculpture park in Vermont, as well as large indoor galleries with rotating exhibits.

Where to Stay on the Shires of Vermont Byway

• The Harwood Hill, Bennington: An eclectic, artsy motel next door to a restaurant.
• The Barnstead Inn, Manchester : Modern rooms and suites on beautiful grounds within walking distance to the downtown area.

Read Next: 95+ of the Absolute Best Things to do in Vermont

Stone Valley Byway: Manchester to Hubbardton

2 days, 43 miles

Starting in Manchester, where the Shires of Vermont Scenic Byway leaves off, hop on the Stone Valley Byway, where you will learn about America’s most noted marble and slate quarries on your way to the historic town of Hubbardton.

Some of the abandoned quarries, like the Dorset Quarry, have been repurposed into popular swimming holes. Others, like the Gettysburg Quarry (pictured above), are abandoned and can be accessed via hiking trails.

Winding through fertile farmland along Route 30 for 43 miles, this is one of the loveliest Vermont scenic drives, and it makes a perfect weekend adventure. This is also a spectacular bicycle route for those of you who enjoy traveling best on two wheels.

Here are the sites you won’t want to miss on the Stone Val ley Byway :

• American Museum of Fly Fishing, Manchester: The Battenkill River, which flows through this region, is a world-class fly-fishing river, so it’s only fitting that Manchester is the home to the American Museum of Fly Fishing.
• Dorset Quarry, Dorset: If you’re driving Route 30 in the summer, you’ll find the Dorset Quarry hard to resist. Stop for a dip before continuing on your journey.
• Gilbert’s Lookout Hike, Dorset: The Town of Dorset maintains a fabulous network of hikes in the Dorset Town Forest. Our favorite is the hike to Gilbert’s Lookout, which features far-reaching views and several abandoned marble quarries.
• Lake St. Catherine State Park, Poultney: Rent a kayak or canoe, hike the short nature trail, or take a dip in the beautiful waters of Lake St. Catherine.
• Hubbardton Battlefield State Historic Site, Hubbardton : Site of the only Revolutionary War battle fought on Vermont soil. The Battle of Hubbardton took place on July 7, 1777.
• Taconic Mountains Ramble State Park, Hubbardton: This day-use park features hiking trails through meadows and forests, a Japanese Garden for your road trip picnic, and lots of songbirds. The mountain views are stunning!

Where to Stay on the Stone Valley Byway

• Barrows House Inn, Dorset: High-end bed and breakfast with an outdoor pool, full restaurant, and beautiful decor.
• Lake St. Catherine State Park, Poultney (camping)

Read Next: Discover Taconic Mountains Ramble State Park

For more information about these Vermont scenic drives, as well as a downloadable map and brochure, visit Vermont Vacation.

Which one of these incredible Vermont scenic drives do you want to explore first? Leave a comment and let us know!

Follow us on social media for more Vermont inspiration!

Tara Schatz is a freelance writer and the founder and editor-in-chief of Vermont Explored and Back Road Ramblers , an American road trip blog. She is also the co-author of the 3rd edition of AMC’s Best Day Hikes in Vermont, released in May 2023, and the author of 100+ Wonderful Ways to Experience Vermont.

10 Beautiful New England Road Trips You Should Plan This Fall

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10 Charming Small Towns Near Tucson, Arizona

Underrated, but scenic: this small town in tennessee is a great alternative to nashville, this underrated arizona national park is set to be one of the most popular for 2024.

• New England is a prime destination for autumn enthusiasts, with its fall festivals and vibrant foliage that attracts visitors from around the world.
• Road trips through Cape Cod, Vermont's Green Mountain Byway, and New Hampshire's White Mountains offer breathtaking views of fall colors and opportunities to explore charming towns and landmarks.
• Salem, Massachusetts, is a popular fall destination known for its Halloween-themed attractions and connection to the historic Salem witch trials, while Acadia National Park in Maine and the Connecticut River Byway provide picturesque drives through beautiful landscapes.

It's undeniable; New England comes alive in the autumn. This American region is famous for its fall festivals, harvests, and treats. Visitors from around the world travel to New England's states to see the leaves change colors .

One of the best ways to fully soak up the spirit of fall in New England is through a road trip that centers around enjoying the season's vibrant colors, crisp weather, and quintessential charm while also enjoying plenty of hot chocolate and warm apple cider doughnuts.

From relaxing coastal drives to spooky Halloween-themed trips, here's a handful of some of the most beautiful New England road trips in the fall that showcase this stunning region's beauty in its most magical season.

1 Cape Cod Coastal Drive, Massachusetts

This iconic New England destination's peak season may be in the summer months, but Cape Cod can best be appreciated in the fall . As the summer crowds finally begin to die down, this peninsula hits its peak in coastal charm right.

A fall road trip to Cape Cod allows visitors to fully enjoy the area's quaint towns, fresh Cape Cod lobster dishes , and local landmarks, all while admiring the changing fall leaves.

• States Covered: Massachusetts
• Miles Covered: Approximately 65 miles from Bourne to Provincetown
• Top Stops: Provincetown, Hyannis, Chatham, Wellfleet, Falmouth

2 The Green Mountain Byway, Vermont

Vermont's Green Mountain Byway transforms into an unrivaled tapestry of crimson and gold colors when fall arrives. This byway offers visitors a scenic route to gaze at picturesque panoramic views of the region's surrounding mountains, valleys, and meadows.

Along the way, drivers can stop to sample local flavors, purchase seasonal crafts, and even enjoy the many fall festivals held in the quaint and historic villages nestled throughout the region.

• States Covered: Vermont
• Miles Covered: Approximately 100 miles
• Top Stops: Waterbury Reservoir, Ben and Jerry's Factory, Stowe Mountain Resort, and Jeffersonville

Vermont has seen significant flooding this past summer. Most major roads have reopened, but anyone planning on taking a road trip on the Green Mountains Byway should check ahead for any road closures .

3 Kancamagus Scenic Road Trip Through The White Mountains Of New Hampshire

Nestled in New Hampshire's White Mountains, the Kancamagus Scenic Byway is one of the best New England road trips in the fall. This stretch of highway transforms into a brilliant corridor of crimson, gold, and amber leaves, allowing drivers to fully immerse themselves in autumn's beauty.

Visitors can drive past dense forests, cascading waterfalls, and dramatic mountain passes.

• States Covered: New Hampshire
• Miles Covered: Approximately 34.5 miles
• Top Stops: Sabbaday Falls, Albany Covered Bridge, Russell-Colbath Historic Site, Sugar Hill Overlook, Rocky Gorge, and Lower Falls

Related: 10 Best Places In New Hampshire To Take In The Beauty Of Fall Foliage Season

4 A Halloween-Themed Road Trip In Salem, Massachusetts

A road trip through Salem, Massachusetts, in the fall is perfect for those who wish it was Halloween all year long. In this famous New England town, history, culture, and the supernatural come together, making it one of the most popular fall destinations in the United States.

Salem's bewitching allure comes from its connection to the Salem witch trials of 1692. The trials are now commemorated in several museums and landmarks throughout the town.

Each autumn, thousands of visitors walk through Salem's cobblestone streets, admire this town's colonial architecture, visit the Witch Trials Memorial, and learn about this town's fascinating history.

Visitors can enjoy plenty of witchy things to do in Salem ; they can embrace the supernatural on guided ghost tours and immerse in the Halloween festivities held throughout October.

• Miles Covered: Approximately 15 miles through the Salem area; the total distance varies depending on starting point
• Top Stops: Salem Witch Museum, The House of the Seven Gables, Witch Trials Memorial, Salem Maritime National Historic Site, and Peabody Essex Museum

Related: 10 Spine-Chilling & Captivating Facts About Salem, Massachusetts

5 Park Loop Road Trip In Acadia National Park, Maine

The Park Loop Road is 27 miles of scenic road that allows drivers to access some of Acadia's most popular attractions and activities .

From mountains and lakes to rugged coastlines and majestic overlooks, this road trip allows visitors to immerse themselves in the region's beauty, and in the fall, visitors can enjoy cooler weather while basking in the beautiful colors of the changing leaves.

• States Covered: Maine
• Miles Covered: Approximately 27 miles
• Top Stops: Sieur de Monts, Sand Beach, Otter Point, Jordan Pond, and Cadillac Mountain

6 Maine Coastal Road Trip Along Coastal Route 1

A journey through Coastal Route 1 is another enchanting fall road trip travelers can take through Maine in the fall. Roadtrippers can enjoy the beautiful views of the changing leaves while driving past Maine's rugged coastline and the state's famous lighthouses, including the historic Portland Head Light.

Along the way, visitors can stop in charming coastal towns like Kennebunkport and Camden and sample iconic local dishes such as lobster rolls and clam chowder.

• Miles Covered: Approximately 526 miles
• Top Stops: Kennebunkport, Portland, Portland Head Light, Camden, Rockland, and Bar Harbor

7 The Mohawk Trail Road Trip In Massachusetts

The Mohawk Trail is among the most beautiful New England road trips in the fall. One of the first scenic auto roads established in the United States, the Mohawk Trail is a historic scenic byway in Massachusetts that winds through the state's picturesque Berkshires.

In the fall, this route offers stunning views of fall foliage and charming New England towns. During the autumn season, road trippers can sample seasonal treats such as apple cider while enjoying crisp-air hikes or exploring historic landmarks and festivals.

• Miles Covered: Approximately 69 miles
• Top Stops: Shelburne Falls Bridge of Flowers, Hail to the Sunrise monument, Mohawk Trail State Forest, and William Cullen Bryant Homestead

Related: 10 Spots To See The Best Fall Foliage Throughout New England

8 Vermont's Route 100 Road Trip

Vermont's Scenic Route 100 promises drivers an unforgettable road trip where the beauty of Vermont's fall foliage can take center stage. This classic New England fall road trip route runs over 200 miles north and south through the center of the state.

Travelers can journey through charming towns, villages, and valleys while enjoying the vibrant crimson and gold leaves of the fall season, exploring artisanal shops, trying fresh farm-to-table meals, and even apple picking at orchards along the way.

• Miles Covered: Approximately 216.7 miles
• Top Stops: Stowe, Warren and Waitsfield, Moss Glen Falls, the Long Trail, and Weston

9 Litchfield Hills Loop Road Trip In Connecticut

Located in southwestern Connecticut, the Litchfield Hills Loop allows drivers to enjoy the quintessential New England Autumn experience. Amidst the stunning fall foliage, this scenic route winds through charming towns, such as Litchfield and Kent.

The route also allows travelers to explore historic architecture, discover local farmers' markets brimming with seasonal delights, and immerse themselves in art galleries showcasing regional talent. This scenic loop is renowned for its classic American farms and covered bridges.

• States Covered: Connecticut
• Miles Covered: Approximately 75 miles
• Top Stops: Litchfield, Kent, Winchester, Sharon, and Lake Waramaug State Park

Related: Here Are Three New England States That Are Best Visited In Fall

10 Connecticut River Byway Road Trip

The Connecticut River Byway offers the ultimate New England Autumn experience. Following the winding path of New England's longest river, this national scenic byway passes through three New England states: Massachusetts, Vermont, and New Hampshire.

Along the way, road trippers can enjoy the stunning fall foliage, admire the vast expanse of the Connecticut River, and discover the beautiful New England towns and villages that line this beautiful route.

• States Covered: Massachusetts, New Hampshire, Vermont
• Miles Covered: Approximately 498.7 miles
• Top Stops: White Mountains (New Hampshire); Cornish-Windsor Covered Bridge (Vermont); St. Johnsbury (Vermont); Montague Bookmill (Massachusetts); and Northfield (Massachusetts)
• Destinations

New England Fall Foliage | 2024 Forecast

Ready for another New England fall foliage season? Our forecaster predicts a big show with bold color! Read on for the full 2024 New England fall foliage forecast.

By Jim Salge

Aug 20 2024

The White Mountains of New Hampshire

It’s amazing how a good year gets people talking.

The Celtics had a good year, but that’s not what I’m referring to. Before the team concluded its incredible run in June, the magnolias, cherry blossoms, and lilacs of New England had a long-lasting, vibrant, and fragrant year. Then the hydrangeas put on a massive display. Large corymbs of blue and purple flowers bloomed across the region from Burlington to Cape Cod, and we all sure took notice!

Just as there are foliage experts, there are hydrangea experts, too — and their explanation for this spectacular season sounded very similar to our annual foliage report. A few successive years of failed blooms meant that plants had a surplus of energy. Last summer’s wet summer left plants primed, and a mild winter preserved every dormant bud. In short, several factors in a complex system all came together for a dazzling display.

Plan Your Perfect Summer Adventure: Get The Free Ultimate New England Summer Guide!

We’re just over a month away from seeing the first fall colors cascade across New England, and it’s time to address the annual question: Will it be a good foliage year? Fortunately, the colors here are always beautiful, although no two years are identical. Some years are brighter, some more muted, and displays can be durable or delicate.

As with the hydrangeas and magnolias, we are looking for a good year for foliage … and complex and often competing factors will determine when and where the colors will pop!

So, what will this year be like? 

New England Fall Foliage 2024 | Influences

Weather & climate.

New England’s famed foliage show is best when optimal growing conditions come together with optimal fall conditions, and that’s all down to the weather. Last summer, the rains wouldn’t stop, leading to a lot of fungus in the fall that muted much of our display, but the trees had a long season in which to store energy for this year.

This past winter saw frequent rain, little snowfall, and almost no consistent snowpack beyond the mountains. Normally, without any insulation on the ground, many plants would have been at risk — but it was also one of the mildest winters on record. Temperatures in Concord, New Hampshire, never fell below zero, and the low temperature for the entire winter in Boston was only 14F. Then, just when an early spring looked imminent, we had a big April snowstorm right before the total solar eclipse on April 8, 2024.

As a result, the spring green-up came slowly, with long-lasting flowers and cool weather. One last cold snap in early May threatened the apples and peaches yet again, but disaster was averted, perhaps by a degree. Warm weather arrived for good by mid-May, and with adequate rainfall, the trees and leaves were off to a great start.  

This summer has continued to be warm and very humid. Rainfall has been divided north and south, with constant rain and catastrophic flooding in northern Vermont, while 150 miles away there is a moderate drought. But the growing season has been good overall, with little sign of drought stress or significant overwatering. Only persistent humidity remains a concern, due to leaf fungus.

New England Fall Foliage 2024 | Wildlife

Flowers & seeds.

Last year, trees spent a lot of their resources producing seeds (also known as mast), and there’s significant anecdotal evidence that this left them more vulnerable to the onslaught of fungi that arrived late last year. This year, there are far fewer maple and beech seeds, so the trees should be able to use their excess energy for growth, repair, and defense.

The lone exception in the forest is the red oak, which is producing numerous, huge acorns across much of its range. Red oaks are among the last trees to turn their fall colors, and are all but absent from much of the far-northern forests, so the impact on foliage will be minimal. Lastly, let’s celebrate peaches in New England: They’ve had a rough few years, but this year they are back — and delicious!

Bugs & Fungi

The multiyear outbreak of the spongy moth caterpillar (formerly known as the gypsy moth) has abated across most of the region, and trees are recovering. Overall, there has been very little defoliation caused by caterpillars this year. Unfortunately, other pests are taking center stage, with the expansion of the emerald ash borer and beech leaf disease, which is caused by microscopic roundworms. These two will have a significant effect on New England’s forests.

Leaf fungus impacted last year’s foliage season, but there are many reasons to believe that it won’t be as bad this year. Spring saw normal rainfall, with stretches of dry weather that limited growth. And despite oppressive humidity, rainfall has been much lower this year, except in northern Vermont. However, with so many spores around last year, there’s a higher risk that they overwintered and will cause reinfection, something that bears watching. This is precisely what happened to the white pine trees this spring, which saw considerable browning.

New England Fall Foliage 2024 | Long-Range Outlook

So far, the setup suggests that New England’s fall foliage outlook is fairly bright, but fall conditions need to continue to cooperate. Fall colors are brought out best by warm, sunny days and crisp, cool nights. This combination not only accelerates the demise of green chlorophyll, but also initiates the formation of red color pigments, which are only produced during these conditions.

The El Niño of last winter has come and gone, and we are expected to be in a neutral Pacific pattern at autumn’s onset. With this pattern, climatologists note a more stable west-to-east flow in the jet stream and fewer extreme shifts in the weather. Temperature and rainfall trends tend to follow a normal seasonal progression. However, the Northeast has already been warm this year due to other global patterns, and a neutral pattern does little to steer tropical activity away from the region. We recently had the remnants of two tropical systems swing through, and we don’t want a third.

The Climate Prediction Center continues a forecast of warm and wet into our autumn, which could stall the progress of fall colors across much of New England. However, even in a warm pattern, the normal onset of cool nights could dominate in a neutral year.

New England Fall Foliage 2024 |  The Official Forecast

The fall foliage in New England rarely disappoints, as the famed colors are consistently brought out by the region’s favorable climate and great autumn weather. Some years are better than others, but we see a fairly positive set of circumstances surrounding this year’s prospects. The forest looks healthy, vibrant, and full of energy, and therefore primed for a big show. Spring was timely, and leaves grew well without pests or fungi. Summer has continued that trend, without much tree stress outside of rain-stricken northern Vermont (though we are quickly editing to add Connecticut to that category, too). And even there, we expect a lot of early color this year in the swamp maples, which are starting to turn already, providing pops of red in otherwise green forests from now through mid-September. When the weather does turn cool, which should happen on a fairly normal timetable in northern New England this year, the chlorophyll will respond to the diminished light and let the brilliant colors shine through underneath. Our confidence in the upcoming season is also increased with the knowledge that the past few neutral Pacific ENSO (El Niño–Southern Oscillation) years have had great, early, and lasting color, especially 2019 — which coincidentally was also very humid during the summer. The only substantial risks we’re seeing to threaten the brightness of this year’s show are persistent warmth through September, and continued humidity and tropical systems to activate the latent fungi.

In summary, we expect peak color to develop on time in northern New England, compared with historical averages, with the onset of cooler weather. Colors should be bright, and trending toward a redder year if abundant sunshine allows. Colors should hang on longer than normal before fading and falling slowly. Farther south and along the coast, cooler weather may struggle to advance amid the overall warmer fall pattern, and the color might arrive slightly late compared with the average. Foliage hues should be just as bold there, too, but we are watching for leaf fungus during the next month. Overall, the best areas should be the Berkshires and central Green Mountains, as well as much of the White Mountains and western Maine. A bonus bright spot later in the season may be eastern Massachusetts, where it’s been some years since a real “good show”!

New England Fall Foliage 2024 | What’s Next?

At NewEngland.com, we offer many tools to help you plan your visit and stay abreast of the changing leaves as they happen! We have extensive ideas for road trips, a map predicting peak foliage, and weekly travel picks throughout the season. 

Things to look for in our September update: 1) Will cool nights and warm, sunny days arrive on schedule? 2) Is leaf fungus going to set up, dulling the fall display a bit? 3) Will tropical systems stay away?

We will let you know. And we can’t wait to share the season with you! 

Beyond New England | National Foliage Predictions

Southeast The pocket of drought at the top northern edge of the southern Appalachians is the exception in this region, where the rainfall has been adequate. A recent tropical system ended any talk of drought otherwise. Look for warm weather into fall, and great weather in the mountains for a good fall color display.

Upper Midwest This region saw a very mild winter, with Midwestern ski resorts suffering all season. Much like New England, though, cooler weather in the spring stalled the advancing wave of early leaf-out, and the season has played out well, with little drought. A great show is expected.

Mountain West It’s been a generally nice summer in the Rockies, with adequate rain and reasonable temperatures. The only drought in the Mountain West is in places without many trees. The long-range outlook is warm and dry, however, which could make for a brief, bright foliage season. Note: Utah may have a particularly vibrant autumn.

Pacific Northwest In contrast to the rest of the West Coast, the Pacific Northwest has been abnormally dry, especially in the mountains. The long-range outlook, though, is seasonable and wet, so conditions should balance out. Maybe there will be an early show for the larches in the Cascades, but the rest of the area should be right on time.  

As a former meteorologist at the Mount Washington Observatory, foliage reporter Jim Salge is a keen observer of the progression of the seasons in New England. He uses his knowledge of weather, geography and climate to pinpoint the best time to visit various New England locations to find the best light, atmosphere, and most importantly, color.

The 20 Best Weekend Getaways in New England

New England is renowned for its rich natural landscapes and diverse cultural attractions, making it an ideal destination for weekend getaways. This region encompasses six states: Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont.

Whether you’re interested in exploring historic towns, enjoying the tranquility of lakes, or experiencing the beauty of coastal scenery, New England offers a wide variety of options. The area is known for its distinct four seasons, each with its own unique charm.

The vibrant fall foliage and winter ski resorts, in particular, draw numerous visitors. Additionally, New England’s cuisine is not to be missed, featuring fresh seafood and authentic farm-to-table dishes.

For those looking to escape the hustle and bustle of city life and relax, a weekend getaway in New England provides the perfect opportunity. You can fully immerse yourself in the serenity of nature and the richness of local culture, making your weekend both fulfilling and memorable.

Weekend Getaways in New England

1. martha’s vineyard, massachusetts.

Martha’s Vineyard is a charming island located just south of Cape Cod. It is one of New England’s most beloved destinations, offering a perfect blend of scenic beauty, rich history, and laid-back island vibes. The island is accessible by ferry, and it’s a popular getaway for those looking to escape the hustle and bustle of city life.

Martha’s Vineyard is divided into six towns, each with its own distinct character. Edgartown, with its well-preserved 19th-century architecture, is a favorite for those interested in history. The town is home to the iconic Edgartown Lighthouse and offers picturesque views of the harbor. Oak Bluffs, on the other hand, is famous for its colorful “Gingerbread Cottages” and the oldest operating carousel in the country.

For nature lovers, Martha’s Vineyard offers plenty of outdoor activities. You can explore miles of hiking trails, take a bike ride along scenic paths, or relax on the island’s pristine beaches. South Beach is particularly popular for its wide stretches of sand and surf.

Dining on the island is a treat as well. Fresh seafood is a staple, with local restaurants serving everything from lobster rolls to clam chowder. Don’t forget to stop by Back Door Donuts in Oak Bluffs for a late-night snack – their apple fritters are legendary.

2. Bar Harbor, Maine

Bar Harbor is a small town on Mount Desert Island, offering a perfect gateway to Acadia National Park. This town is a favorite among nature enthusiasts and those looking to enjoy the rugged beauty of Maine’s coastline. 

Acadia National Park is the main attraction here. Visitors can drive up Cadillac Mountain, the highest point on the East Coast, for breathtaking sunrise views. The park also offers numerous hiking trails, ranging from easy walks to challenging climbs, such as the Precipice Trail. In the summer, kayaking along the coastline or whale watching tours are popular activities.

The town of Bar Harbor itself is charming, with a vibrant downtown area filled with shops, galleries, and restaurants. Many of the local eateries focus on seafood, with lobster being the star of the menu. A visit to the Side Street Café for a lobster roll or to Thurston’s Lobster Pound for a classic Maine lobster dinner is a must.

Bar Harbor also has a rich history, which can be explored at the Abbe Museum, dedicated to the Wabanaki Native Americans. For a leisurely afternoon, stroll along the Shore Path, a scenic walkway that offers beautiful views of Frenchman Bay.

3. Stowe, Vermont

Stowe, Vermont, is a picturesque town nestled in the Green Mountains. Known as the “Ski Capital of the East,” Stowe is a popular destination for winter sports enthusiasts. However, it’s a great year-round getaway, offering outdoor activities and scenic beauty in every season.

In the winter, Stowe Mountain Resort is the main attraction, offering some of the best skiing and snowboarding in New England. The resort features a variety of slopes suitable for all skill levels, as well as cross-country skiing trails. For non-skiers, there are options for snowshoeing, ice skating, and even dog sledding.

During the warmer months, Stowe transforms into a haven for hikers, bikers, and nature lovers. The town is surrounded by lush forests and trails, including the popular Stowe Recreation Path, a 5.3-mile trail that is perfect for walking, running, or biking. Mount Mansfield, the highest peak in Vermont, offers challenging hikes and stunning views.

Stowe’s village is also worth exploring, with its charming shops, art galleries, and restaurants. The town is known for its farm-to-table dining scene, with many restaurants sourcing ingredients from local farms.

Don’t miss a visit to the Trapp Family Lodge, founded by the famous von Trapp family of “The Sound of Music” fame, where you can enjoy Austrian-inspired cuisine and beautiful mountain views.

4. Portland, Maine

Portland, Maine, is a vibrant coastal city that offers a perfect blend of urban charm and natural beauty. It’s an ideal weekend getaway for those who love good food, art, and outdoor activities. The city is known for its historic Old Port district, where cobblestone streets are lined with 19th-century brick buildings, now home to boutiques, galleries, and restaurants.

One of Portland’s biggest draws is its food scene. It has become a culinary hotspot in recent years, with a range of dining options that showcase local ingredients. For a true taste of Maine, head to Eventide Oyster Co. for fresh oysters or a lobster roll.

If you’re a beer enthusiast, Portland won’t disappoint. The city boasts a thriving craft beer scene, with popular spots like Allagash Brewing Company offering tours and tastings.

Beyond the food and drink, Portland offers plenty of outdoor activities. Take a walk along the Eastern Promenade, a scenic park that overlooks Casco Bay. From here, you can catch a ferry to the nearby islands for a day of exploration. If you’re interested in history, don’t miss the Portland Head Light, one of the oldest and most photographed lighthouses in the United States.

5. Newport, Rhode Island

Newport, Rhode Island, is famous for its stunning coastal scenery and grand historic mansions. This charming town has long been a favorite weekend destination, offering a mix of culture, history, and outdoor activities.

The Newport Mansions are the town’s most iconic attractions. These opulent homes were built during the Gilded Age by some of America’s wealthiest families. The Breakers, a Vanderbilt mansion, is the most famous and offers a glimpse into the lavish lifestyle of the time. The Cliff Walk is another must-do activity in Newport.

This 3.5-mile scenic trail runs along the eastern shore, offering breathtaking views of the Atlantic Ocean and the mansions perched on the cliffs.

Newport is also known for its vibrant sailing culture. If you visit in the summer, you might catch a regatta or take a sailing tour of the harbor. For beach lovers, Easton’s Beach is a popular spot for sunbathing and swimming.

Dining in Newport is a treat, with many restaurants offering fresh seafood with ocean views. Try The Mooring for a classic seafood experience or The White Horse Tavern, the oldest operating tavern in the United States, for a meal steeped in history.

6. Block Island, Rhode Island

Block Island, Rhode Island, is a serene and scenic destination perfect for a weekend escape. Located about 13 miles off the coast, this small island offers a peaceful retreat with stunning beaches, nature reserves, and charming New England vibes.

The best way to explore Block Island is by bike or moped, as the island is small and easy to navigate. Mohegan Bluffs is one of the island’s most dramatic natural features, with steep cliffs that offer stunning views of the Atlantic. A set of 141 wooden steps leads down to a secluded beach, making it a favorite spot for adventurous visitors.

Block Island is also home to several lighthouses, with the Southeast Light being the most famous. This historic lighthouse, built in 1875, sits atop the Mohegan Bluffs and is a must-visit for its breathtaking views and fascinating history.

The island has a relaxed atmosphere, and you’ll find plenty of small shops, cafes, and restaurants to explore. The downtown area near Old Harbor is where most of the action is, with quaint shops and eateries offering local fare. 

7. Berkshires, Massachusetts

The Berkshires in Massachusetts offer a perfect blend of natural beauty, culture, and relaxation. This region is famous for its rolling hills, quaint towns, and vibrant arts scene, making it an ideal weekend getaway. 

In the summer and fall, the Berkshires are a hiker’s paradise. The Appalachian Trail runs through the area, offering stunning views and varying levels of difficulty. Monument Mountain is a popular hike that rewards you with panoramic vistas of the surrounding landscape. If you visit in the fall, the foliage is spectacular, with vibrant reds, oranges, and yellows blanketing the hills.

For art lovers, the Berkshires are home to several world-class museums and cultural venues. The Massachusetts Museum of Contemporary Art (MASS MoCA) in North Adams is one of the largest centers for contemporary visual art in the country.

Tanglewood, the summer home of the Boston Symphony Orchestra, offers outdoor concerts in a beautiful setting. The Berkshires also boast charming small towns like Stockbridge and Lenox, where you can explore boutique shops, art galleries, and historic inns. 

8. White Mountains, New Hampshire

The White Mountains in New Hampshire are a haven for outdoor enthusiasts. This region is known for its rugged peaks, scenic drives, and endless opportunities for adventure. 

One of the highlights of the White Mountains is the Mount Washington Auto Road. This historic road takes you to the summit of Mount Washington, the highest peak in the Northeast.

The drive offers stunning views, and the summit provides an unforgettable panorama of the surrounding landscape. If you prefer a more active approach, numerous hiking trails lead to the top, including the challenging Tuckerman Ravine Trail.

In the fall, the Kancamagus Highway is a must-see. This scenic byway stretches for 34 miles through the White Mountain National Forest and is famous for its breathtaking foliage. Along the route, you’ll find numerous pull-offs where you can stop to take in the views, hike, or have a picnic.

During the winter, the White Mountains become a playground for skiers and snowboarders. Resorts like Bretton Woods and Cannon Mountain offer excellent slopes for all skill levels.

For those who prefer a slower pace, snowshoeing and cross-country skiing are popular activities in the area. The White Mountains also have charming towns like North Conway, where you can enjoy shopping, dining, and even a ride on the Conway Scenic Railroad. 

9. Mystic, Connecticut

Mystic, Connecticut, is a picturesque coastal town with a rich maritime history. It’s a perfect weekend destination for those who love the ocean, history, and quaint New England charm. Mystic is known for its well-preserved historic sites, family-friendly attractions, and vibrant downtown area.

One of the main attractions in Mystic is the Mystic Seaport Museum. This living history museum is the largest maritime museum in the United States and offers a fascinating look at America’s seafaring past. You can explore historic ships, stroll through a recreated 19th-century seafaring village, and even take a boat ride on the Mystic River.

Mystic is also home to the Mystic Aquarium, one of the top aquariums in the Northeast. Here, you can see beluga whales, African penguins, and a variety of marine life. The aquarium also offers interactive exhibits and educational programs, making it a great stop for families.

The downtown area of Mystic is charming, with its mix of shops, restaurants, and historic buildings. You can walk across the famous Mystic River Bascule Bridge, which opens several times a day to allow boats to pass.

Be sure to stop at Mystic Pizza, made famous by the 1988 movie of the same name, for a slice of their famous pie. Mystic also offers beautiful coastal scenery. Take a stroll along the waterfront, visit nearby beaches, or take a sunset cruise on the river. 

10. Cape Cod, Massachusetts

Cape Cod is one of New England’s most beloved weekend getaways. This picturesque peninsula offers beautiful beaches, charming towns, and a relaxed coastal vibe. It’s a perfect destination for families, couples, or solo travelers looking to unwind and enjoy the ocean.

The Cape is famous for its sandy beaches. Coast Guard Beach in Eastham and Race Point Beach in Provincetown are two of the most popular spots. Both offer stunning views and are perfect for swimming, sunbathing, or taking long walks along the shore. For a more secluded experience, head to the National Seashore, where you can find quiet stretches of sand away from the crowds.

Cape Cod is also known for its quaint towns. Provincetown, located at the tip of the Cape, is lively and colorful, with a thriving arts scene and plenty of restaurants and shops. Chatham, on the other hand, offers a more classic New England feel, with its historic lighthouse, beautiful Main Street, and charming inns.

Don’t miss the opportunity to try fresh seafood while on the Cape. Lobster rolls, clam chowder, and fried clams are local specialties. Many restaurants offer waterfront dining, where you can enjoy your meal with a view of the ocean. 

11. Lake Winnipesaukee, New Hampshire

Lake Winnipesaukee is the largest lake in New Hampshire and a favorite spot for a weekend escape. With its crystal-clear waters, scenic surroundings, and variety of activities, it’s an ideal destination for outdoor enthusiasts and those looking to relax by the water.

Boating is one of the most popular activities on Lake Winnipesaukee. You can rent a boat, kayak, or paddleboard to explore the lake’s many coves and islands. The lake is dotted with small islands, some of which have secluded beaches where you can stop for a picnic or a swim.

If you prefer a more laid-back experience, you can take a cruise on the M/S Mount Washington, a historic steamship that offers scenic tours of the lake.

Fishing is another favorite pastime on the lake. The waters are home to a variety of fish, including bass, trout, and salmon. Whether you’re an experienced angler or a beginner, the lake offers plenty of opportunities to cast a line.

For those who prefer to stay on land, the area around Lake Winnipesaukee offers plenty of hiking trails with beautiful views of the lake and the surrounding mountains. The town of Meredith, located on the western shore, is a great place to explore.

It has a charming downtown area with shops, restaurants, and a scenic waterfront park. In the evening, relax by the lake and watch the sunset, or visit one of the local restaurants for a casual dinner. 

12. Burlington, Vermont

Burlington, Vermont, is a vibrant college town located on the shores of Lake Champlain. It’s known for its lively arts scene, beautiful natural surroundings, and friendly, laid-back atmosphere. 

One of the best ways to experience Burlington is by spending time on Lake Champlain. You can rent a kayak or paddleboard to explore the lake, or take a scenic cruise to enjoy the views of the Adirondack Mountains. The Burlington Bike Path runs along the waterfront and is perfect for a leisurely bike ride or walk, offering stunning views of the lake and the surrounding area.

Downtown Burlington is the heart of the city, with its pedestrian-only Church Street Marketplace. Here, you’ll find a variety of shops, cafes, and restaurants. The marketplace often hosts live music and events, creating a lively and fun atmosphere. Don’t miss the chance to visit the local breweries and try some of Vermont’s famous craft beers.

For a taste of local culture, visit the Shelburne Museum, located just a short drive from Burlington. This unique museum offers a fascinating collection of American folk art, quilts, and historic buildings. If you’re visiting in the fall, take a drive through the nearby Green Mountains to enjoy the stunning foliage.

13. Providence, Rhode Island

Providence, Rhode Island, is a vibrant city with a rich history and a lively arts scene. It’s a perfect weekend getaway for those who enjoy exploring cultural attractions, dining at excellent restaurants, and taking in the unique character of a New England city.

One of Providence’s main attractions is its historic architecture. The East Side is home to Benefit Street, known as the “Mile of History,” where you can stroll along and admire beautifully preserved 18th and 19th-century homes. The Rhode Island State House, with its impressive dome, is another must-see.

Providence is also famous for its food scene. The city offers a wide range of dining options, from classic Italian cuisine in the Federal Hill neighborhood to trendy farm-to-table restaurants downtown. Be sure to visit WaterFire, a public art installation where bonfires light up the rivers that run through downtown, creating a magical atmosphere.

For art lovers, the RISD Museum, associated with the Rhode Island School of Design, offers an extensive collection of art and design, ranging from ancient artifacts to contemporary works. The city’s creative energy is also evident in its numerous galleries, theaters, and music venues. 

14. Acadia National Park, Maine

Acadia National Park, located on Mount Desert Island in Maine, is a nature lover’s paradise. It’s one of the most visited national parks in the United States, and for good reason. The park offers stunning landscapes, from rugged coastlines to lush forests, making it an ideal spot for a weekend getaway.

Hiking is one of the main activities in Acadia. The park has over 120 miles of trails, ranging from easy walks to challenging climbs. One of the most popular hikes is the trail up Cadillac Mountain, the highest point on the East Coast.

The summit offers breathtaking views, especially at sunrise. For those looking for a less strenuous option, the Ocean Path trail provides beautiful coastal views and access to iconic spots like Thunder Hole and Otter Cliffs.

Acadia is also a great place for wildlife watching. You might spot bald eagles, peregrine falcons, or even a moose. The park’s coastline is perfect for kayaking, and the carriage roads offer a peaceful setting for biking.

If you’re visiting Acadia, make sure to explore the charming town of Bar Harbor, located just outside the park. The town offers a variety of shops, restaurants, and galleries, as well as opportunities for whale watching tours. 

15. Lenox, Massachusetts

Lenox, Massachusetts, is a charming town nestled in the Berkshires, known for its cultural attractions and scenic beauty. It’s an ideal weekend getaway for those who enjoy a mix of arts, history, and outdoor activities.

One of Lenox’s biggest draws is Tanglewood, the summer home of the Boston Symphony Orchestra. During the summer months, you can enjoy outdoor concerts in a beautiful setting, surrounded by rolling hills and lush greenery. The Tanglewood grounds are perfect for a picnic before the concert, and the music is world-class.

Lenox is also home to The Mount, the historic estate of author Edith Wharton. You can tour the beautifully restored mansion and gardens, which offer a glimpse into the life of one of America’s greatest writers. The estate hosts various events throughout the year, including literary readings, garden tours, and theatrical performances.

For outdoor enthusiasts, Lenox offers access to several hiking trails, including those in nearby Pleasant Valley Wildlife Sanctuary. The sanctuary is a great place to explore the natural beauty of the Berkshires, with trails that wind through forests, wetlands, and meadows. The town of Lenox itself is picturesque, with its quaint streets lined with boutiques, galleries, and restaurants. 

16. Portsmouth, New Hampshire

Portsmouth, New Hampshire, is a charming coastal city with a rich history and vibrant downtown. It’s an ideal weekend getaway for those who enjoy exploring historic sites, shopping, and dining in a lively atmosphere. The city is known for its well-preserved 18th-century buildings and beautiful waterfront views.

One of the highlights of Portsmouth is Strawbery Banke Museum, an outdoor history museum that brings the city’s past to life. The museum features restored houses, gardens, and costumed interpreters who demonstrate traditional crafts and trades. It’s a great way to learn about the history of the area while enjoying a leisurely stroll through the picturesque grounds.

Portsmouth’s downtown area is bustling with activity. You’ll find a variety of boutique shops, art galleries, and restaurants offering everything from fresh seafood to international cuisine. The Portsmouth Brewery, one of the oldest craft breweries in New England, is a popular spot for a casual meal and a pint of local beer.

For a relaxing afternoon, take a walk along Prescott Park, a waterfront park that hosts gardens, walking paths, and seasonal events like outdoor concerts and theater performances. 

17. Old Saybrook, Connecticut

Old Saybrook, Connecticut, is a picturesque town located where the Connecticut River meets Long Island Sound. It’s one of the oldest towns in the state, with a rich history and a relaxed, coastal vibe. This charming town is perfect for a quiet, laid-back weekend getaway.

One of the main attractions in Old Saybrook is the Saybrook Point Lighthouse, which offers stunning views of the river and the sound. You can take a leisurely walk along the waterfront, enjoy the scenery, and even spot some local wildlife. The nearby Harvey’s Beach is a small, sandy beach that’s ideal for a peaceful day by the water.

Old Saybrook’s Main Street is lined with historic buildings, boutique shops, and cozy cafes. It’s a great place to explore on foot, taking in the small-town charm and friendly atmosphere. Be sure to visit the Katharine Hepburn Cultural Arts Center, also known as “The Kate,” which hosts a variety of performances, including concerts, theater, and film screenings. The center is named after the famous actress, who was a longtime resident of Old Saybrook.

For dining, you’ll find several excellent seafood restaurants offering fresh catches from the sound. Whether you’re enjoying a lobster roll or a plate of clams, the local cuisine is sure to satisfy.

18. Kennebunkport, Maine

Kennebunkport, Maine, is a classic New England coastal town known for its beautiful beaches, charming downtown, and luxurious inns. It’s a popular weekend getaway destination, offering a mix of relaxation and outdoor activities in a picturesque setting.

Dock Square is the heart of Kennebunkport, filled with boutique shops, art galleries, and restaurants. The area is perfect for a leisurely afternoon of shopping and exploring. You’ll find everything from unique gifts and local crafts to high-end clothing and jewelry. After shopping, stop by one of the local cafes or ice cream shops for a treat.

Kennebunkport is also known for its stunning coastline. Goose Rocks Beach is one of the most popular beaches in the area, offering soft sand, gentle waves, and beautiful views. It’s a great spot for swimming, sunbathing, or simply taking a long walk along the shore. For a more active experience, you can rent a kayak or paddleboard and explore the calm waters of the Kennebunk River.

The town is home to several historic inns and bed-and-breakfasts, offering a cozy and luxurious place to stay. Many of these accommodations feature charming decor, gourmet breakfasts, and beautiful gardens. Dining in Kennebunkport is a treat, with many restaurants offering fresh seafood and ocean views. 

19. Woodstock, Vermont

Woodstock, Vermont, is a quintessential New England town that offers a perfect blend of natural beauty, historic charm, and cultural attractions. It’s an ideal weekend getaway for those looking to experience the serene and picturesque countryside of Vermont.

One of the main attractions in Woodstock is the Billings Farm & Museum. This working dairy farm offers a glimpse into Vermont’s agricultural history and provides fun, hands-on experiences for visitors of all ages. You can tour the farm, interact with the animals, and learn about traditional farming practices.

For outdoor enthusiasts, the Marsh-Billings-Rockefeller National Historical Park offers a network of scenic trails that wind through forests and past historic landmarks. The park is especially beautiful in the fall when the foliage turns vibrant shades of red, orange, and yellow. You can hike, bike, or simply take a leisurely stroll to soak in the natural beauty.

Woodstock’s downtown area is charming, with its historic buildings, boutique shops, and cozy cafes. The Woodstock Inn & Resort is a popular spot for visitors, offering luxurious accommodations and a range of amenities, including a spa and golf course. 

20. Nantucket, Massachusetts

Nantucket, Massachusetts, is a charming island located 30 miles off the coast of Cape Cod. It is known for its beautiful beaches, historic architecture, and laid-back atmosphere.

One of the highlights of a visit to Nantucket is exploring the island’s historic downtown area. The cobblestone streets are lined with well-preserved 18th and 19th-century buildings, many of which now house boutiques, art galleries, and restaurants. The Whaling Museum is a must-visit, offering fascinating exhibits on the island’s whaling history and maritime heritage.

Nantucket’s beaches are some of the most beautiful in New England. Surfside Beach is popular for its wide sandy shores and great surf, while Jetties Beach is more family-friendly, with calm waters and plenty of amenities. For a more secluded experience, head to Siasconset Beach on the eastern side of the island, where you can enjoy a peaceful day by the ocean.

Biking is a great way to explore Nantucket. The island has miles of bike paths that take you through scenic landscapes, including cranberry bogs, moors, and coastal dunes. Renting a bike and spending a day exploring at your own pace is a quintessential Nantucket experience.

Nantucket’s dining scene is another highlight. Fresh seafood is a staple, with many restaurants offering dishes made with locally caught fish and shellfish. A visit to the island wouldn’t be complete without trying a lobster roll or clam chowder.

Final Thoughts

New England offers a diverse array of weekend getaways that cater to every type of traveler. Each destination provides its own unique experience, from coastal towns to scenic countryside retreats.

The beauty of New England lies in its ability to combine rich history with stunning natural landscapes, making every visit memorable. As you plan your next escape, you’ll find that New England’s welcoming atmosphere and varied attractions make it an ideal choice for a refreshing and enjoyable weekend.

United States: The perfect itinerary for a road trip in New England

In the north-east of the United States, New England features a great variety of landscapes, charming small towns and picturesque coastlines. It’s the perfect destination for a twelve-day road trip going across six states: Connecticut, Rhode Island, Massachusetts, New Hampshire, Vermont and Maine. Hit the road!

Days 1 and 2: Visit Boston, New England’s historic city

The journey begins in Boston, the capital of Massachusetts , the historic heart of New England, and the birthplace of the American Civil War. The best way to discover Boston’s cultural heritage is to follow the Freedom Trail, a 4 km path crossing through the centre of the city, marking the 16 main historic sites. Then head for Fenway’s fascinating museums and the cobbled streets of Beacon Hill, lined with brick-walled townhouses and Victorian brownstones. Make sure to visit Quincy Market, a giant food court nestled in a magnificent Greek Revival building, where you can try out local specialities such as clam chowder, a rich seafood soup.

Day 3: Newport, extravagant mansions and extraordinary views

After exploring Boston, head for Newport, in Rhode Island, renowned for its seaside residences inspired by French châteaux and Greek temples. Founded at the turn of the 20 th century on an island off the tip of Narragansett Bay, the town became the favourite holiday destination of American high society: this period was when the famous Newport Mansions were built, four of which are still open to visitors to this day. The most famous of these, The Breakers, is an opulent Italian Renaissance-style 70-room mansion completed in 1895. Another must: a stroll along Cliff Walk, a coastal path offering spectacular views of the Atlantic, and through Newport’s historic centre, lined with charming old houses.

Days 4 and 5: Mystic and New Haven, Connecticut by the sea

Time to hit the road again, towards Mystic Seaport, in Connecticut, a charming village-come-museum which feels like a 19 th century American port. The Mystic Seaport Museum, the largest maritime museum in the United States, is also worth the detour, as is the aquarium, for an encounter with beluga whales. The next stop is New Haven, home to the prestigious Yale University . Take a tour of the historic campus, admire the art collections in the Yale University Art Gallery and enjoy a pizza in one of the city’s legendary pizzerias.

Days 6 and 7: Woodstock to Green Mountain National Forest

The next step of the trip is in Vermont , first with a stop in Woodstock, often considered the prettiest town in the state. Stroll through its streets lined with craft shops and visit the Billings Farm & Museum for an immersive deep-dive into 19 th century rural life. For the next day, we head to the Green Mountain National Forest, the perfect place for a day spent exploring the wilds. Hikes, picnics, magnificent views of the Green Mountains and wildlife watching are all on the agenda in this vast natural park, one of the most beautiful in the American North-East.

Days 8 and 9: Stowe, Vermont, and the White Mountains region

After a day out in the great outdoors, let’s stop off in Stowe, a picturesque little town nestled at the foot of Mount Mansfield, the highest peak in Vermont. During winter, Stowe is a popular ski resort, but in summer it’s a green paradise for walkers and cyclists. You can choose to walk the region’s trails, or scrounge through the town’s small shops. We next cross the border into New Hampshire to reach the White Mountains region, and more specifically Franconia Notch State Park. There, the trail to Flume Gorge offers magical views of rock formations and waterfalls.

Day 10: In Maine, the other Portland, more marine and more serene

Head for the coast to reach Portland, Maine, a delightful port town on Casco Bay. In this delightfully charming city, let us stroll through the historic Old Port district, with its paved streets and various boutiques, then take a stroll along the Eastern Promenade, with exceptional views over the harbour. To round off the day, let’s take a boat trip to see the iconic lighthouses lining Maine’s coastline.

Days 11 and 12: Acadia National Park, the place where the mountains meet the sea

Our New England road trip ends with a visit to Acadia National Park, one of the most beautiful national parks in the United States , located on Mount Desert Island. Pink granite peaks rising straight out of the ocean, dense coniferous forests, freshwater lakes… The scenery here has a grand, majestic beauty. Reach the top of Cadillac Mountain, the highest point on the North Atlantic coast, for a panoramic vantage point over the whole region, on land and sea. One last dramatically beautiful moment before heading back to Boston.

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Fall leaf-peeping New England travel has Americans eyeing 6 states and dates

It's not too soon to plan travel to these 6 new england states.

Fox News Flash top headlines for August 27

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As summer starts to wind down, the days are getting crisper and the first day of fall, September 22nd, is beginning to creep up.

Millions of tourists flock to rustic New England in hopes of catching the best views of fall foliage.

In 2023, 3.6 million people visited New Hampshire alone in the fall, according to the New Hampshire Department of Business and Economic Affairs.

10 'MOST FUN' STATES IN AMERICA: DID YOUR FAVORITE MAKE THIS LIST?

FOX Weather reported that foliage in the Northeast will have a delayed start due to warm temperatures but will be vibrant due to an over-abundance of precipitation.

Heat waves occurring in late summer and early fall can delay the relaxation of chlorophyll production in trees , keeping leaves greener for longer into the season.

Heat waves occurring in late summer and early fall can delay the relaxation of chlorophyll production in trees, keeping leaves greener for longer into the season, according to FOX Weather. (Visions of America/Joseph Sohm/Universal Images Group via Getty Images)

In areas experiencing drought, the stress on trees can alter the timing of leaf shedding and lead to more muted colors.

Dana Honor, travel magazine Visit New England publisher, told Fox News Digital via email that she hopes this year’s leaves have extra-vibrant colors.

"October is the time to head to New England to see some great color."

"The expectation is the peak will be the days leading up to Halloween in the northern and western-most points of the region and in the days following Halloween for more central, southern, and eastern areas," Honor said.

Southern Vermont will be the first state to reach peak leaf viewing on Sept. 24, 2024, according to weather experts.  (Anadolu Agency via Getty Images)

Visit New England has been advising travelers and tourists to discover the Northeast region since 1996. 

Honor said Vermont tends to be the most popular state for fall foliage, followed by New Hampshire and Maine. 

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"So far this year, we're seeing Maine slightly outpace New Hampshire, but the season is still early," Honor said.

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While the top destinations tend to be the Green Mountains , Vermont, the White Mountains, New Hampshire, Western Maine and the Berkshires in Massachusetts, other spots in New England are also great to see fall foliage.

Visit New England publisher Dana Honor says they're seeing more travelers visit Maine this year. (Anadolu Agency via Getty Images/Visions of America/Joseph Sohm/Universal Images Group)

"While hiking trails and bonfires are incredibly cozy during the cool fall nights, it's also beautiful to escape to cities like Boston, Newport and Portland to experience the fall colors as you meander the streets or explore the coastline," said Honor.

Leaf peepers can take in the red, orange and yellow while driving through the region. 

Honor suggests experiencing road trips driving along Route 7, Upper Connecticut River Valley Loop, and the Castine and Penobscot Bay Loop.

HERE ARE THE 10 HAPPIEST CITIES IN AMERICA, WITH SOME ‘ASTONISHING’ LOCATIONS

The Merritt Parkway, which connects New England to New York, is one of the oldest roads in the country, according to the Merritt Parkway Conservancy.

The parkway is known for its scenic sprawling trees and unique bridges . 

"October is the time to head to New England to see some great color, with our best picks for October 12-15 in the more northern parts of New England and a bit later for southern areas," a Farmers’ Almanac representative told Fox News Digital.

Check out this list of six states and peak leaf viewing dates. 

Farmers' Almanac list of peak fall leaves 

Connecticut.

October 12 to 28

Inland: October 1 to 17

Coastal: October 5 to 21

Massachusetts

Inland: October 5 to 21

Coastal: October 12 to 28

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New Hampshire

Inland: September 28 to October 9

Rhode Island

Northern: September 24 to October 10

Southern: October 5 to 14

Andrew Wulfeck of Fox Weather contributed reporting. 

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Get out of the city: 10 easy weekend getaways from NYC by car, bus, plane, or train

August 26, 2024 // By Brian Cicioni

By Brian Cicioni August 26, 2024

Some weekend getaways from NYC can be as simple as taking a Metro-North train up through The Bronx into neighboring Westchester County to go on hikes, check out historic mansions, and explore picturesque cities and towns along the Hudson River.

At the same time, Pennsylvania cities like Reading and York are better suited for a passionate road trip planner who knows what they want to see, do, and eat. And thanks to the Acela Express, cities like New Haven, Connecticut; Providence, Rhode Island; and Wilmington, Delaware, are just as easily reached by train as by car or plane.

However you roll, when it's time to get out of the city, you need a plan. These are 10 of our favorite escapes from New York City.

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Atlantic City, New Jersey

The Jersey Shore is still one of the more popular weekend trips from New York City. Atlantic City is closer to New York than Wildwood or Cape May and has more entertainment and fine dining options . If it's been a while since your last visit, the iconic 5-mile-long boardwalk is still there, and, nowadays, many visitors opt to stay in the Marina District .

Buffalo, New York

More than a dozen daily direct flights exist between Buffalo and all three major New York City-area airports. And it's easy to find round-trip fares for under $200. So, an early morning flight can get you to New York's second-largest city in time for brunch — and there's so much more to Buffalo's food scene than Buffalo wings.

Whether you want to eat Ghanaian food with your hands, try your first bowl of Burmese mohingha , or dine in an old-school red sauce joint that every famous pro wrestler has eaten at multiple times, you won't be disappointed.

Buffalo's most unique lodging option is the Richardson Hotel , which may or may not be haunted. The more than 40-acre space designed by Frederic Law Olmsted used to house an asylum. Nearby, the Buffalo AKG Art Museum , a top pick among the best new museums of 2024 , has a fantastic contemporary art collection.

Ellicott City, Maryland

Ellicott City is less than four hours by car from New York City. It's home to Maryland's Koreatown, which might be the state's best hidden culinary secret. Within a mile radius, you can enjoy mochi donuts at Elli Mochi or chestnut bread at a Korean bakery before playing a game of virtual golf while surrounded by Korean barbeque joints that are too numerous to try in one visit.

Old Ellicott City features stone houses and brick buildings that house small shops, art galleries, restaurants, and bars, all walkable from one another. If you want to feel like you're on vacation, book a room at the family-friendly Turf Valley Resort , which has a pool and hot tub for relaxing after a round of golf or a game of pickleball . There's also a Sunday brunch you won't want to miss.

Madison, Connecticut

Madison is a quaint coastal town in New England that is less than two hours by car from the Bronx. Here, you won't feel pressured to fit everything in during your weekend getaway from NYC. It has a small, walkable main street lined with the obligatory ice cream parlor, Italian seafood restaurant, New Haven-style pizzeria, and bookstore that seems to have autographed pictures of every famous author from the past three decades.

For a truly intimate experience, book a room at The Homestead , where small details mean a lot. Each room has a record player stocked with a vinyl mix that you can switch out according to your taste(s). Bikes are available for guest use, you can play disc golf in the yard, and the book collection would make any music lover jealous.

New Haven, Connecticut

You can reach New Haven via the Acela Express, Metro-North, and CT Rail. New Yorkers come to Connecticut's third-largest city for the famous New Haven pizza. But comparing Frank Pepe and Sally's "ah-beets" (local slang and spelled apizza ) is not the only reason to come to New Haven. The museums associated with Yale University are free and an easy way to spend a lazy afternoon.

If you stay at the Hotel Marcel , America's first Passive House-certified hotel, you won't need a car. Its free all-electric shuttle will pick you up or drop you off anywhere within 5 miles of the property. Enjoy a dockside sunset dinner along the Atlantic Ocean at Shell & Bones Oyster Bar and Grill , regardless of what you do during the day.

Providence, Rhode Island

Providence is a quick getaway from NYC, easily reached by bus, train, or plane. Rhode Island's capital city has unique attractions for art lovers, like the RISD Museum . Foodies will love Federal Hill , which consistently ranks as one of America's best Little Italy neighborhoods.

Summer is the best time to visit Providence, as that's when you can check out local showcases like WaterFire , which is, just as it's called, a fire show on the Providence and Woonasquatucket rivers. PVDFest is a two-day downtown music and arts festival where performances are free to the public.

Reading, Pennsylvania

Pennsylvania's fourth-largest city is known for pretzels, covered bridges, a mountain-top pagoda, and the Keystone State's best museum for aviation geeks. While there is a direct bus from Port Authority to Reading, a smaller Pennsylvania city worth exploring , it's best to tool around Berks County by car.

Downtown has classic long-standing restaurants like Peanut Bar (where you throw your peanut shells on the floor), while the more pedestrian-friendly West Reading has several blocks lined with bars, antique shops, and bakeries like Ady Cakes , which you may have seen on Season 5 of "Cupcake Wars."

Westchester County, New York

Of all the weekend getaways from NYC, Westchester County is the easiest. While multiple trains depart from Grand Central Station every hour, it's best to explore Westchester County by car. The leisurely drives along tree-lined parkways that pass under stone bridges will make you forget that you're (at most) an hour from the city that never sleeps.

White Plains is an ideal base with plenty of dining options. Situated along the Hudson River, Peekskill has a walkable downtown and historic landmarks like Lincoln Depot Museum , which chronicles Abraham Lincoln's two visits to this small city of 25,000. But historic homes like Lyndhurst Mansion and Van Cortlandt Manor are an even bigger attraction.

Wilmington, Delaware

Wilmington is the closest thing you'll find to a big city in the second smallest state. It's also one of the more inexpensive getaways from NYC. The picturesque Riverfront Park starts near the train station, and there are plenty of attractions near the Christina River, like The Delaware Contemporary art museum and the no-frills Riverfront Market .

For an idea of train travel a century ago, hop on the Wilmington & Western Railroad , which takes passengers on a slower, 10-mile scenic route to a surrounding town.

York, Pennsylvania

York has a walkable downtown, one of Pennsylvania's best public markets, and is one of the best cities in the Mid-Atlantic for history buffs. It was the nation's capital from late 1777 to mid-1778, and you can learn all about it at the Colonial Complex and York County History Center.

If quirky roadside attractions are your thing, the five-floor, 25-foot-high, 48-foot-long Haines Shoe House is a must-visit.

About Brian Cicioni

Brian enjoys exploring cities along public transit lines and writing about it at his blog, imayroam.com. He also writes about food tours, layovers, and exploring movie and musical landmarks. Brian has traveled to 57 countries as well as every state. On weekends, he leads music and film-focused tours of New York City. His five-star rated Goodfellas Tour has been featured in Airbnb Magazine. Always happy to offer tips to aspiring travel writers and tour guides, Brian has been featured at the New York Times Travel Show as part of their Meet the Experts panel.

Read more about Brian Cicioni here.

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Powdr to sell Vermont's Killington, the largest mountain resort in New England

Powdr Corp. is selling Vermont’s Killington Resort and Pico Mountain, the largest mountain resort in New England, to a group of local passholders

Powdr Corp., which owns multiple ski resorts in the U.S. and Canada, is selling Vermont's Killington Resort and Pico Mountain, the largest mountain resort in New England, to a group of local passholders, the company said Thursday.

Powdr also said it plans to list three other resorts for sale in the coming weeks: Eldora, in Colorado; Mt. Bachelor, in Oregon; and SilverStar, in British Columbia.

The Salt Lake City-based company will keep Copper Mountain, in Colorado, and Snowbird in Utah, she said. It aims to balance its ski business with its two concession contracts in the National Parks and operations of Woodward camps and mountain centers, spokesperson Stacey Hutchinson said by email.

Killington said the purchase by local investors represents “a commitment to keeping Killington and Pico in the hands of those who know and love it." The new owners will focus on capital investment, community engagement and sustainability, the resort said.

Powdr bought Killington in 2007. The ski area for years has been one of the stops on the FIS Alpine Ski World Cup tour. Powdr will retain a minority ownership stake and have a seat on the board of directors, it said.

“We will miss the entire team there but cannot wait to see the amazing things that lie ahead,” Hutchinson said. “The new owners, who are locals with a deep love for the mountain, share our commitment to the resort’s long-term success.”

Killington said its grateful for Powdr's stewardship over the years, with improvements to infrastructure, snowmaking capabilities, and year-round growth.

“We believe that local ownership will allow us to be even more responsive to the needs and desires of our community and guests," said Mike Solimano, Killington's president and general manager.

Killington and Pico will remain on the popular Ikon ski pass, Killington said. There will be no changes to the leadership or management, it said.

Powdr previously owned Alpine Meadows, now called Palisades Tahoe, in California, from 1994 to 2007; Lee Canyon, in Las Vegas, from 2003 to 2023; and Park City Mountain in Park City, from 1994 to 2014, according to Hutchinson.

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