places to visit between nyc and boston

7 Not-to-be-Missed Stops on a New York to Boston Road Trip

Whether you live in NYC and need a getaway or you just want to plan a road trip, a New York to Boston road trip is a classic vacation. While you can make the trip in a day, don’t rush it but plan some stops to see cute towns, historic sights, and beautiful beaches along the way.

I’ve structured this trip to take a week or so, but you can easily turn this into a long weekend trip by cutting down on some of the stops. Some alternate itineraries are outlined below.

The Boston to New York route can get quite congested. In the summer, you can expect a lot of traffic from people traveling to or from the Cape, especially on the weekends. Interstate 95 through Connecticut is notorious for its traffic jams so be sure to check Waze or use Google or Apple Maps to check for the fastest routes. Sometimes using the Merritt Parkway through Southern Connecticut can save you some time. Some people may choose to jump on a Peter Pan bus , or take the train from Boston to NYC , but driving will let you stop along the way.

If you want to go further north, continue on with this Boston to Bar Harbor Maine coast road trip itinerary or extend your road trip even further with this East Coast road trip .

Where to Stop on your New York to Boston Road Trip

Note: This post may contain affiliate links. If you click a link and make a purchase, I may receive a small commission. All opinions are my own.

New York, NY

If you haven’t been to New York City , plan to spend a few days at the beginning or end of your road trip. If this is your first trip to NYC, pick one neighborhood, like the Theater District, Midtown East, Soho, or Lower Manhattan, and explore.

You can’t expect to see everything in one weekend but you are bound to find something for everyone from Broadway shows, world-class museums, walking tours, dining experiences, local food halls, or outdoor enjoyment in Central Park, Battery Park, the High Line, or walking across the Brooklyn Bridge.

Here are some fun ideas for things to do in NYC with kids .

Day 1: Essex, CT

Kick off your road trip to Boston with a drive along the Connecticut coast. You can complete this drive in two hours, but if you aren’t in a hurry, take your time with some stops along the way. Your destination is the quaint Connecticut town of Essex, in western Connecticut. However, you may want to make some stops along the way. The upscale waterfront town of Greenwich is a perfect spot for lunch or some upscale shopping.

However, if you have gotten an early start, skip over Greenwich and stop in Norwalk. In the summer you can hop on board a harbor cruise or take a boat ride into history and nature with a Sheffield Island lighthouse cruise. The SoNo historic district is packed with restaurants that are perfect for lunch.

Continue along to Essex, where you can make your home base for a couple of nights at the Griswold Inn , the oldest continuously operating inn in America. Dining in the historic taproom is a fun experience. Alternatively, you could stay in nearby Mystic .

There is so much to do in this area, especially with kids. Take a ride on the Essex Steam Train, enjoy a fall foliage cruise on the Connecticut River, visit the bizarre and historic Gillette Castle, explore local lighthouses on a harbor cruise from New London, and stroll along the Niantic Boardwalk.

Day 3: Mystic, CT

On your next day, head over to nearby Mystic , Connecticut. You can spend the morning at the Mystic Aquarium and go back in time at the Historic Mystic Seaport. This is a great opportunity to learn about the fishing heritage in this area. You may want to stop for lunch at the popular Mystic Pizza, although I prefer the cool vibes of Engine Room. Nearby, wine aficionados will enjoy a tasting and picnic at Jonathan Edwards Winery in nearby Stonington, CT.

After exploring Mystic, cross the border into Rhode Island where you may want to pop into Watch Hill for a ride on the historic Flying Horses carousel. From there it is only an hour drive to Newport, Rhode Island.

There are many great hotel options in Newport, including the historic Hotel Viking or The Vanderbilt , although families may prefer the contemporary Newport Marriott (especially if you want to use points).

Day 3: Newport, RI

Of course, there is so much to do in Newport , you can easily spend a long weekend. If this is your first visit, there are three things you have to do. First, visit one of the Newport Mansions, such as the famous Breakers. Next, either take a walk on the Cliff Walk or a scenic drive along Ocean Avenue.

Have lunch downtown at Diego’s or The Black Pearl before setting sail for an afternoon or evening sunset sailing cruise. If you have timed your visit with one of Providence ‘s famous Waterfire events , head 45 minutes north to Rhode Island’s Creative Capital for this unique experience.

There are plenty of great places to stay in Providence, but if you are going for something unique, stay at the Graduate Providence .

Day 4: Providence, RI

It is nice to spend at least half a day in Providence before driving another hour or two to Cape Cod. In Providence, you can explore the amazing murals downtown, then walk along the river and over the pedestrian bridge for lunch at Plant City, the city’s only plant-based food hall.

If you have time, you may want to try a Rhode Island Red food tour to check out the city’s famous food scene or get the history of the city from the river with a tour from Providence River Boat Company.

Soon it is time to head east to Cape Cod. If you only have one night to spend on the Cape, you may want to stick to Falmouth at the Sea Crest Beach Hotel or Hyannis at the Cape Codder Resort . If you want to spend more time at the beach, venture a little further out to stay at the luxurious Wequasset Resort or Chatham Bars Inn .

Day 5: Cape Cod, MA

On Cape Cod, you can spend the day biking the Cape Cod Rail Trail, exploring the National Seashore, and enjoying the Cape’s gorgeous beaches and sunsets. You may also enjoy a whale-watching cruise or a lobster bake on the beach with Art’s Dune Tours in Provincetown.

There are endless options to explore on the Cape, even in the off-season .

Day 6: Plymouth, MA

Just 40 minutes up the coast from Cape Cod is a must-stop destination for United States history buffs . Plymouth is a fun seaside town to explore, just don’t have high expectations for Plymouth Rock. Kids will enjoy stepping onto the replica Mayflower II ship — returned to its home in Plymouth in 2020.

I would also highly recommend visiting the Pilmouth Pawtuxet Museums (formerly known as Plimouth Plantations.) The site consists of a 17th-century English village and a Wampanoag homesite.

You can stay overnight at the John Carver Inn , but it probably makes sense to continue 45 minutes further into your ultimate destination — Boston!

Day 7: Boston, MA

There is so much to do in Boston you really want to give yourself a couple of days, but if you only have a day you can hit a few of the highlights. Start at the Boston Public Garden and Boston Common and strap on your walking shoes to explore the 2.5-mile Freedom Trail. There is a lot of history to absorb and for families, a great spot to do that is at the Boston Tea Party Museum and Ships.

Afterward, explore the waterfront, pop into the North End for a great Italian lunch and pastries, stroll down the Rose Kennedy Greenway, visit the Boston Public Market food hall, and explore the city center. If you don’t feel like doing all the walking, you can also hop on board an amphibious duck boat tour.

If you spend 3 days in Boston or more, you can also plan a day trip from Boston up to Salem or Gloucester . See also my guide for visiting Boston on a budget and find out things to do in Boston with kids .

Day 8: Return to New York City

On your trip back from Boston to NYC, you can return the way you came in a four-hour drive or extend your road trip by taking a different route back. If you are looking for an alternative, driving from Boston, you can take Interstate 90 / the Mass Pike West instead of heading back down 95.

An hour west of Boston you will come to Old Sturbridge Village, MA. This is the largest outdoor living history museum in New England, with buildings and interpreters representing life in rural New England between 1790 and 1830. From here, travel south on Interstate 84 to Hartford and continue on Interstate 91 to New Haven, CT, for approximately 1.25 hours in total.

If you are hungry, be sure to enjoy Frank Pepe’s famous pizza (there is also an outpost in Hartford.) If you need to stretch your legs, take a stroll through the Yale University campus. If traffic goes well, it is then less than two hours drive back to New York City.

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Tamara Gruber is the Founder and Publisher of We3Travel. A former marketing executive and travel advisor, Tamara is an award-winning travel writer and recognized expert in family travel. Tamara is a member of SATW and the Adventure Travel Trade Association, and serves on the Board of the Family Travel Association. She is also the publisher of YourTimetoFly.com and the co-host of the Vacation Mavens travel podcast.

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Publish Date: November 22, 2022

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10 Must-Stops For A New York To Boston Road Trip Through The Hudson Valley

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• Destinations
• Hudson Valley
• Massachusetts
• Road Trips In The U.S.
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• United States

A road trip from New York City to Boston is on many bucket lists. Most people drive the coastal route with stops in Connecticut and Rhode Island. As an alternative, try going inland through New York State and Western Massachusetts. You will discover many cultural, culinary, and historical hidden gems on this road trip.

This road trip can be done any time of year. On an autumn trip, you will see amazing fall colors. Spring brings an abundance of flowers. It is doable in winter, but some spots are seasonal and the roads can get snowy. Summer is full of interesting events and a lot of crowds.

turtix / Shutterstock

1. New York City

New York City is a fantastic destination any time of year. Culture, theater, food, parks, and history — it’s all there. If you are a first-time visitor , you may want to focus on the top attractions: Central Park, the Statue of Liberty, the Empire State Building, the Brooklyn Bridge, Grand Central Station, Chinatown, and Broadway.

As a native New Yorker, I like the hidden gems of New York , and you might also include a trip to Brooklyn, Queens, Staten Island, or the Bronx as part of your adventure.

New York is one of the culinary capitals of the world, so be sure to sample the many ethnic cuisines in the city. Chinatown, Curry Row, Katz’s, and Yonah Schimmel Knish Bakery are definitely worth a try.

Songquan Deng / Shutterstock

Once you’ve had your fill of the Big Apple, it’s time to get on the road. First stop: the Hudson Valley. The Hudson Valley begins just north of New York City and extends all the way to Albany. On this road trip, you’ll be going through the lower portion of the Hudson Valley, about an hour’s drive from Manhattan. The next several stops in our itinerary will allow you to experience the beauty of this fine region.

Linda Harms / Shutterstock

2. Union Church Of Pocantico Hills Stained Glass

The first stop is a hidden gem. Built by the Rockefeller family, the Union Church of Pocantico Hills is a small, unassuming church with nine stained glass windows by Marc Chagall and one by Henri Matisse. Take a moment of quiet reflection and to admire the stained glass. Photography is not allowed inside the church. It is wheelchair accessible and a short walk from the parking lot.

Felix Lipov / Shutterstock

3. Kykuit: The Rockefeller Estate

The Hudson Valley is full of historic sites that date to the gilded age, including the Rockefeller and Vanderbilt estates as well as those of Presidents Martin Van Buren and Franklin Roosevelt. Pick at least one to visit.

Our favorite is Kykuit, the home of four generations of Rockefellers. The gardens, views, and homes are spectacular. You can only visit Kykuit by booking a tour . It is best to buy your tickets in advance, especially if you are visiting in the summer. The art galleries are included on the three-hour tour.

The grounds are extensive, so walking shoes are important. Some parts are accessible, but not all. When booking a tour, check the website for full accessibility information.

For a dinnertime splurge, Blue Hill at Stone Barns is nearby. This farm-to-table restaurant is amazing but very expensive. There are many affordable restaurants, hotels, and bed-and-breakfasts in Tarrytown and the surrounding areas, too.

If you are in the Hudson Valley during October, Sleepy Hollow is a great place to experience Halloween for children and families.

After checking out of your overnight stay the next morning, head up to New Windsor, about an hour’s drive.

Photo Spirit / Shutterstock

4. Storm King Art Center

Storm King is a 500-acre outdoor museum with large-scale sculptures. It is stunning any time of year. Our favorite time to visit is in autumn when it is less crowded and the fall colors light up the area. Sunscreen, insect repellent, and good walking shoes are in order. If you have mobility challenges, a tram traverses the grounds and is equipped for wheelchairs.

For lunch, there is food onsite and in nearby restaurants. Alternatively, take a 40-minute drive to our next recommended stop: the Culinary Institute of America.

Nancy Kennedy / Shutterstock

5. Culinary Institute Of America

Want to see where the next top chef is being trained? Stop by the Culinary Institute of America (CIA). CIA was the first college to offer culinary arts instruction in the U.S. The late celebrity chef and host of Kitchen Confidential , Anthony Bourdain, was an alumni.

Located in beautiful New Hyde Park, the CIA primary campus is a good place to visit for an hour. The school has a cafe and two restaurants on the premises. Reservations are recommended and are sometimes booked up months in advance.

6. Rhinebeck, New York

Rhinebeck is a short 20-minute drive from CIA. It is very popular for antiques. You can find treasures anytime of the year, and there is a huge antique show in October . If you visit in July, there is a hot air balloon festival . In May, you’ll find an antique car show .

Stay overnight in Rhinebeck. Make sure to book your room in advance if you are attending one of the festivals. The Old Rhinebeck Inn and the Fiddlers Farmhouse are two possibilities.

T photography / Shutterstock

7. MASS MoCA

Get on the road first thing the next morning for the two-hour drive to North Adams, the home of the Massachusetts Museum of Contemporary Art (MASS MoCA) .

Located in North Adams, MASS MoCA is one of the largest contemporary art and performing spaces in the country. Housed in a converted print factory complex, the museum is known for its oversized modern and contemporary installations not usually found in traditional galleries. In addition to special exhibitions, MASS MoCA offers a wide variety of music, sculpture, dance, film, painting, photography, and theater. The museum has an excellent bistro on site.

The place to stay when visiting MASS MoCA is across the Hoosic River. The Porches Inn is a charming boutique inn converted from a row of beautifully restored 19th-century Victorian homes. Named for its porches filled with rocking chairs, it is very cozy with working fireplaces and claw-foot tubs. The inn blends whimsical comfort with modern amenities.

8. Northampton, Massachusetts

An hour’s drive from MASS MoCA, Northampton and nearby Amherst are college towns. Smith, Hampshire, Amherst, and Mount Holyoke Colleges are located there. The Botanic Garden of Smith College is worth the trip. You can also wander Main Street to see the art galleries. Want to travel off the beaten track? Visit the Yiddish Book Center in Amherst. The center is dedicated to the preservation of Yiddish, the language of eastern European Jewish communities. More than a million books are collected there.

It’s a two-hour drive to the next stop — Salem, famous for the Salem witch trials of the 1690s.

Pierrette Guertin / Shutterstock

9. Salem, Massachusetts

Salem has much to offer and could easily be an overnight stop or a day trip from Boston.

Of the many tourist attractions related to the Salem witch trials, our favorite is the Salem Witch Memorial to the 20 men and women who were tried and executed. Fans of Nathaniel Hawthorne can also take a walk to see the House of the Seven Gables, the setting for the novel.

The Peabody Essex Museum is also a must-see. Its collection spans widely from maritime artifacts to Asian and African art.

While in Salem, make sure to go to the Punto Urban Art Museum on the other side of town. The area has extensive murals painted by local and internationally famous artists. It is part of an effort by the North Shore Community Development Corporation to use street art as a social justice and community development effort.

Once you are done in Salem, make the 40-minute drive to Boston where you will spend the next three days exploring the city.

Sean Pavone / Shutterstock

10. Boston, Massachusetts

You’ve now arrived in Boston, a city with many historical gems . Some favorites are the Freedom Trail, Paul Revere’s house, and Faneuil Hall. Perhaps you’ll want to catch a baseball game in Fenway Park, soak in the sun in Boston Commons, or grab a drink at the famous Cheers bar. Crossing the Charles River will bring you to Harvard , MIT, and Cambridge.

Take your time to savor the scenic drives on this road trip and the hidden gems throughout the Hudson Valley. If you enjoy bed and breakfasts, there are many. Make sure to book your accommodations well in advance if you are traveling in the summer or during one of the many festivals. If you want to dine at the Culinary Institute of America or Blue Hill at Stone Barns, we recommend making reservations months in advance.

Sue Davies and Regina Ang live in both the New York area and Singapore. Sue -- a native New Yorker -- and Regina -- a native Singaporean -- share their experiences at Travel for Life Now . Between them they've traveled to all seven continents (including Sue's dream trip to Antarctica) and more than 50 countries. They love Street Art, LGBTQ+ travel, Asia (especially Singapore), local food, and the search for local travel experiences around the world.

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The Perfect Itinerary for a New York City to Boston Road Trip

Posted by Sarah Lamagna August 31, 2023 Updated May 21, 2024

We research, evaluate and select travel destinations based on a number of factors, including our writers’ experience, user reviews and more. We may earn a commission when you book or purchase through our links. See our editorial policy to learn more.

From Broadway shows to the Green Monster, a road trip from New York City to Boston is one to remember.

NYC and Boston are only about 200 miles apart. And yet, despite the small distance, there are boatloads of things to see between them. Thanks to the stunning scenery and New England’s historic towns, the short journey is made incredible thanks to its enchanting surroundings.

From theme parks to towns made famous by movies, here’s the perfect itinerary for anyone making the trip between Beantown and the Big Apple. So buckle up and bring a snack, because here we go.

New York City to Boston Road Trip Section by Section

There are two basic ways to go from New York City to Boston. You can go north through New York and then head east on I-90 or immediately go east along I-95 which brings you straight into Boston.

One way traverses mountains and quaint, artsy towns while the other skirts along Long Island Sound and coastal hamlets. Instead of telling you to pick one or the other, below is an itinerary of doing a loop road trip, where you start and end in New York City.

Segment 1: New York City to Hudson

Distance : 120 miles Drive time without stops : 1 hour and 50 minutes

Segment 1 Highlight: Take a hike

You can’t drive through the Hudson Valley without hiking to see the namesake river in all its beauty. If you’re looking for an easier jaunt to take in the vistas, consider hiking up to the summit of Storm King Mountain . The two-and-a-half-mile hike brings you up and down the mountain with sweeping views of the valley without too much effort.

For a bit of a harder hike (and a much less-populated path), head to Mount Beacon Park . To get there, just go north of Storm King Mountain and cross over the river to its eastern banks. Here you’ll take the trail up to South Beacon’s fire tower for 360-degree views.

Segment 1 Highlight: Walk around the quaint town of Hudson

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Several small and historic towns dot the shoreline along the Hudson River. None compares to the downtown of Hudson though. With dozens of restaurants, shops, and places to explore, you’ll never be bored.

I suggest checking out the local flower shop called Flowerkraut where you can get both flowers and amazing sauerkraut. Or, pop into one of the many home furnishing stores like FINCH Hudson, Red Chair, and MINNA.

End your day at The Spotty Dog Books & Ale where you can get lost in the latest thriller while sipping on some beers.

Segment 1 Side Trip: Release your inner child and head to LEGOLAND

            View this post on Instagram                         A post shared by LEGOLAND New York (@legoland.newyork)

Located just north of New York City in the small town of Goshen, lies a new addition to the Northeast. LEGOLAND opened in 2021 and since its inaugural year, it just keeps getting better and better. Whether you’re a kindergartener or a retiree, LEGOLAND has something for everyone.

There are rides for little kiddos, a few rollercoasters, and a water playground. But the real gem of the park is their various LEGO-building areas where you can put your creativity to the test and construct whatever your heart desires.

Segment 2: Hudson, NY to Boston, MA

Distance : 160 miles Drive time without stops : 2 hours and 45 minutes

Segment 2 Highlight: Head back to the 1800s in Old Sturbridge Village

Step back in time to the early 1800s when life was slower. Old Sturbridge Village covers 200 acres and houses 40 historic buildings where visitors can walk around and immerse themselves in what it was like centuries ago. Workers are in full costume and won’t understand you if you talk about Taylor Swift or TikTok.

Don’t try to trip them up because they’ll never break character no matter how hard you try. If you’re lucky enough to visit during early August, their annual “Redcoats & Rebels” re-enactment is something to behold.

Segment 2 Side Trip: Walk around Northampton

            View this post on Instagram                         A post shared by Max Passa (@413valleyguy)

If you can swing it, the town of Northampton is well worth the side trip north of the I-90. It’s got a great main street where you can shop, dine, and people-watch for hours. It’s known as an artsy town with dozens of art galleries, quirky shops, and eccentric locals that bring a lot of character to this small town.

One place to note is Bluebonnet Diner, where patrons will feel like they’ve gone back to the 1950s in this train car-style restaurant complete with chipped coffee mugs. If you’re looking for a bit more elegance, head to Homestead where the head chef brings old-fashioned Italian cuisine to New England. Cap off your night at the Tunnel Bar where you can sip a wee dram of whisky while sitting underneath Union Station, which was used by travelers back in the late 1800s.

Segment 3: Boston, MA to Mystic, CT

Distance : 100 miles Drive time without stops : 1 hour and 45 minutes

Segment 3 Highlight: Providence

            View this post on Instagram                         A post shared by WaterFire Providence (@waterfireprov)

The capital of Rhode Island might seem small compared to the cities of New York and Boston, but it’s got a lot to see within its borders. The world-renowned Rhode Island School of Design (more commonly known as “RIS-dee”) has a museum that holds incredible works of art from artists across the world.

Speaking of art, check the schedule for the lighting of WaterFire – a mesmerizing art exhibition within Waterplace Park. Other places to visit include the Providence Athenæum, a public library that looks like a museum, or the Roger Williams Zoo.

Segment 3 Side Trip: Get all witchy in Salem

            View this post on Instagram                         A post shared by The House of the Seven Gables (@h7gables)

No matter the time of year, Salem brings all the Halloween vibes. Whether you are a history buff, one who believes in ghosts, or just a huge fan of Bewitched , Salem will not disappoint. For those wanting to know about the history of the town, consider stopping in at The House of Seven Gables , the Salem Pioneer Village, or the Salem Maritime National Historic Site. If witches are what you’re after, make sure to pop by the Salem Witch Museum, The Burying Point, and The Witch House of Salem.

If you’re just there to have a good time and see the sights, start at the Peabody Essex Museum . Then walk along the main drag to hit up some of the quirkiest shops. For those wanting wands, head to Wynott Wands; for books, Wicked Good Books; and for general witchiness, Crow Haven Corner or the Coven’s Cottage are your best bet.  

Segment 4: Mystic, CT to New York City

Distance : 130 miles Drive time without stops : 2 hours and 45 minutes

Segment 4 Highlight: Head to a beachside carousel

            View this post on Instagram                         A post shared by Nathan Limbach (@nathanlimbach)

Before you leave Mystic, head to Watch Hill to catch some sun rays and get a little taste of the Atlantic Ocean. You might get a glimpse of Taylor Swift since she bought a seaside mega mansion here. But the town is known more for its beach than the celebrity residents.

Watch Hill Beach (also known as “the one with the merry-go-round”) can get very crowded but rightly so. The surf is calm, the sand is soft, and the views go on for days. If you ride the carousel, make sure to pay for an outside horse ticket so you can play the Brass Ring game and have a chance at snagging a free ride. There’s also a Nature Conservancy protected area called Napatree Point Conservation Area (my suggestion is to visit this place at sunrise when visitors are few).

Segment 4 Side Trip: Block Island

            View this post on Instagram                         A post shared by Seamus Moran | Coastal Art (@eastlakeimages)

Hop on the Block Island Ferry and sail to the small island within Long Island Sound. Make sure to book out a whole day to experience the entirety of Block Island .

It’s well known for its beaches but there’s a lot more to do than just sunbathe. There are more than 50 stores on the island, each with its own unique spin on island life. Block Island Trading Company is the perfect place to grab a souvenir while the Island Bound Bookstore will keep your reading needs up to speed as you lay in the sun.

Explore More in New England

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Boston to Bar Harbor: An Essential New England Road Trip

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Seen in: New England , Northeast , Road Trips

Posted by Sarah Lamagna

Sarah is an ecologist-turned-freelance writer specializing in the ecotourism and slow/sustainable travel industry. Her bylines include The Denver Post, 5280 magazine, VeryWellFamily, Matador Network, and was an expert on NPR’s The Takeaway for her work on the wildfires in Colorado.

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20 Places To Visit On A Boston to New York Road Trip

- This post may contain affiliate links. Read our disclosure.

Stretching over 230 miles (370 km), a Boston to New York road trip is a relatively short trip that sees travellers pass through several New England states, such as Massachusetts, Rhode Island and Connecticut, before ending epically in the heart of Manhattan. The fastest route takes 3 hr 50 min (215.0 mi) driving along the I-90 W, but with so many lovely towns and historical attractions to explore, you’ll enjoy taking a slower trip. 

From charming colonial towns to cities home to the most prestigious universities in the world to the witch trials of Salem and the birthplace of two US presidents in Quincy, there’s so much to take in and experience between these two influential cities. Here’s what to see on a Boston to New York road trip. 

Renting A Car

1- freedom trail, massachusetts, 2- harvard university, massachusetts, 3- salem, massachusetts, 4- quincy, massachusetts, 5- plimoth patuxet, massachusetts, 6- providence, rhode island, 7- international tennis hall of fame, rhode island, 8- cliff walk and the breakers, rhode island, 9- mystic, connecticut, 10- yale university, connecticut, 11- northampton, massachusetts, 12- hartford, connecticut, 13- litchfield, connecticut, 14- culinary institute of america, new york, 15- storm king art center, new york, 16- us military academy at west point, new york, 17- kykuit estate, new york, 18- sleepy hollow, new york, 19- central park, new york, 20- empire state building, new york.

Looking for the latest prices of rental cars in Boston or New York? Discover Cars does the hard work for you by searching the web for the best deals.

If you’d rather not do the driving, here are some options:

• Boston to New York Private Chauffeur Service – travel like a rock star.
• Affordable COVID-Safe, Door-To-Door Transport (Boston To NYC) – budget option.
• New York, Washington D.C, Niagara Falls, Boston – 6-day tour from New York.
• BEST New York City Day Trip from Boston – take a quick trip!

Around Boston

The Freedom Trail is a 2.5-mile-long (4 km) walkable tourist attraction that connects 16 of Boston’s best historic landmarks for visitors to learn about.

Whisking you through more than 250 years of history, Boston created the trail in 1951 to celebrate and preserve the city’s most iconic buildings and institutions.

The trail recounts Boston’s rich history from the American Revolution to today through various historic churches, museums, parks and even a ship.

Over 4 million people hike the Freedom Trail annually, making it one of Boston’s best free-to-do activities.

Established by John Harvard, a Puritan clergyman, in 1636, Harvard University is a private Ivy League research university world-renowned for its academia and one of the most prestigious colleges in the world.

Harvard’s 10 faculties are spread out across three distinct campuses throughout Boston proper, with the main campus being in Cambridge, just north of Downtown Boston.

Harvard’s 209-acre (85 ha) Cambridge campus features several impressive landmarks to see, including Harvard Square, University Hall and Memorial Hall, making it a fascinating road trip destination to stop at before continuing your journey to New York.

Harvard University is in Cambridge, Massachusetts. 

Before heading south, it’s worth taking a short detour to the north to visit Salem. 

Salem, Massachusetts, was placed firmly on the proverbial map when it became ground zero for the infamous Salem Witch Trials of the late 1600s.

Mass hysteria broke out among the English colonists in the area when several inhabitants were accused of witchcraft, leading to the execution of 19 adults and children rumoured to be witches.

The tragic event forever shaped Salem’s culture, with many tourists visiting Salem every year to learn more about the trails and the events that led up to them.

Today, Salem is a trendy tourist destination with various attractions, such as the Peabody Essex Museum and the Salem Witch Trials Memorial.

For a visit like no other, stop by this sleepy town just north of Boston during Halloween, when Salem’s autumn colours and spooky history combine to create a magical atmosphere.

Salem is 25 miles (40 km) from Boston and about 40 minute by road. 

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Route 1 – The Coast Route

South of Downtown Boston, Quincy is a small Massachusetts coastal city famous for being the birthplace of former US Presidents John Adams and John Quincy Adams.

Quincy was also the birthplace of John Hancock, the first person to sign the Declaration of Independence, and was where America’s first commercial railroad and Dunkin’ Donuts store were established.

A city of many firsts, Quincy is a major historic town that’s amazing to stop at as you go further south towards Plymouth and Rhode Island.

Quincy is 11.6 miles (19 km) from Boston and around a 25-minute drive.

A living museum, the Plimoth Patuxet in Plymouth, Massachusetts, is a significant historical site that recounts the tales of the region’s English Pilgrims and the native Patuxet People.

The venue features several important landmarks and attractions for visitors and history buffs to see, including the Mayflower II, a reconstructed 17th-Century English Village, and a Patuxet Homesite.

A must-visit place in Massachusetts to better understand the region’s rich past, the Plimoth Patuxet is a fascinating place to plan a history-packed road trip stop.

Plimoth Patuxet is 34 miles (55 km) from Quincy and about a 40-minute drive. 

Home to numerous public parks, a vibrant performing arts scene and several fascinating museums, Providence is among the most influential cities in New England.

Providence provides road trippers with a healthy balance of old and new to experience across various historical and contemporary attractions, such as the John Brown House Museum, the annual WaterFire festival, and the main campus of Brown University.

Providence is 57 miles (92 km) from Plimoth Patuxet and about a 1hr 10 min drive. 

Recommended tour: Downcity Providence Food Tour

Established in 1986, this former run-down casino turned tennis museum honours the biggest tennis stars throughout the history of this popular global sport.

Several legendary tennis players are inductees of the tennis hall of fame, including Andre Agassi, Arthur Ashe, Rod Laver and Martina Hingis, with notable former players added yearly.

Tennis-inspired art and interactive displays honouring the history of tennis are just some of the cool and unique things to see at the museum, now a National Historic Landmark.

A perfect destination for an afternoon road trip pit stop, the museum will keep even those who aren’t sports fans entertained, with the venue being one of the premier sightseeing points in Newport.

The International Tennis Hall of Fame is 34 miles (55 km) from Providence and a 50-minute drive. 

One of the best walking spots on the East Coast, the Cliff Walk in Newport is a must-visit if you enjoy relaxed strolls alongside the ocean.

With many splendid mansions lining the walk, strollers get to view some of the most impressive homes in the country despite many failed attempts by their owners to block the path to the public.

The Breakers is one of those flashy mansions lining the Cliff Walk and one of Rhode Island’s most famous historic mansions.

Built by Cornelius Vanderbilt in 1895 for his immediate family, this exquisite 70-room Italian Renaissance-style manor is a National Historic Landmark and a place that visitors need to see to believe.

You can easily visit the International Tennis Hall of Fame, visit The Breakers and do the Cliff Walk in one day, making this part of Rhode Island a great place to stop between Boston and New York.

Recommended: Scenic Newport, RI Self-Driving Audio Tour.

Mystic is your typical Connecticut coastal city, complete with romantic beaches, charming streets, and a rich maritime past in Connecticut’s southeast corner near the Rhode Island state border.

The city was first established in the 17th century and has stood at the centre of the Northeast’s shipbuilding industry, with over 600 ships built in Mystic throughout the city’s history.

While Mystic is no longer an important shipbuilding site, the modern city is home to numerous family-friendly attractions and landmarks such as the Mystic Aquarium, the Olde Mistick Village and the Mystic Seaport.

Rich in New England history and culture, Mystic is a charming coastal paradise you will love exploring when road-tripping between Boston and New York.

Mystic is 50 miles (80 km) from the Cliff Walk and a 1 hr 10-minute drive. 

Recommended: Mystic Seaport Museum Adventure.

Classy, sophisticated, and the ying to Harvard’s yang, Yale University in New Haven, Connecticut, is a private Ivy League research university and one of the world’s most prestigious. 

Yale was established in 1701 by the Connecticut Colony’s Congregationalist clergy and is the third-oldest higher education institution in the United States.

Many Nobel Prize winners and presidents have rolled through the doors of Yale.

The university’s beautiful tree-lined campus makes it a historic and scenic destination as you pass through peaceful Connecticut.

Yale University is a Connecticut landmark 56 miles (90 km) from Mystic and a 1-hour drive. From Yale, it’s a 1.5-hour drive to Central Park. 

Route 2 – Inland Detour

An inland detour from Boston to Northampton to Springfield and Hartford is another route that will get you to New York. Here are some highlights. 

Known throughout New England for its academic and artistic prowess, Northampton is a quaint little city in western Massachusetts within two hours of Downtown Boston.

Northampton is often regarded as America’s most alternative mid-sized city due to Northampton’s reputation as a beacon for counterculture movements.

Quirky for some and forward-thinking for others, Northampton offers many attractions and landmarks catering to visitors of all interests and backgrounds.

The Smith College Museum of Art, the scenic Norwottuck Rail Trail and the historic Academy of Music Theatre are just some of Northampton’s many fascinating things to do, so be sure to plan a visit to this unique New England destination.

Northampton is 104 miles (167 km) from Boston and about a 2-hour drive. 

The capital of Connecticut and the self-proclaimed ‘Insurance Capital of the World’, Hartford is a charming city conveniently situated roughly halfway between Boston and New York City.

Home to many scenic public parks, historical landmarks and unique cultural institutions, Hartford is a lovely city to plan a visit with something for everyone to do.

Hartford is packed with cool sights, from the historic Mark Twain House & Museum to the grandiose Connecticut State Capitol.

Hartford is 45 miles (73 km) from Northampton and less than a 1-hour drive. 

Settled by Europeans in the early 18th century, Litchfield has retained its typical New England 1700s feel.

Known initially as Bantam, the town has several attractions and landmarks worth seeing, including Connecticut’s biggest natural lake.

You might be surprised to learn that the picturesque town was a weapons depot during the Revolutionary War.

History, culture and nature in and around Litchfield make it a popular road trip stopping point in Connecticut and a great place to spend a day or two.

Litchfield is 32 miles (52 km) from Hartford and about 45 minutes of driving. 

Situated in Hyde Park and overlooking the scenic Hudson River, the Culinary Institute of America is a culinary school specialising in teaching baking, culinary and pastry arts.

Foodies will love stopping here to see where many famous chefs have perfected their trade at the CIA since its founding in 1946.

The school was the first culinary arts college in America at its founding.

It also has a scenic campus and is home to four restaurants serving meals made by the institution’s students. 

The Culinary Institute of America is at 1946 Campus Dr, Hyde Park, NY 12538, 54 miles (87 km) from Litchfield and around 1 hr 16 minutes on the road. 

The Storm King Art Center is an open-air museum in upstate New York with grounds spread over 500 acres (202 ha).

Featuring ever-changing exhibits and displays, the centre was formed in 1960 to protect the scenic forests, hills and meadows of the Storm King Mountains.

Conveniently located just an hour’s drive north of Manhattan, the centre is famous for its fantastic art exhibitions, which often feature paintings and sculptures from the collections of art galleries worldwide.

The centre’s stunning landscapes perfectly compliments the art displays, making it a highly-rated and globally recognised cultural institution that’s always a great destination to stop at on any Boston to New York road trip.

The Storm King Art Center is at 1 Museum Rd, New Windsor, NY, 27 miles from Hyde Park and about a 42-minute drive. 

Most people know it as ‘West Point’, and its claim to fame is it’s the oldest service academy in the USA. 

Founded by Thomas Jefferson in 1802, the academy educates cadets who plan on enlisting in the military after their time at West Point.

The academy is a dedicated National Historic Landmark.

Situated in New York’s scenic Hudson Valley, West Point’s stunning Norma-style architecture, fascinating history, and cultural importance make the academy a popular tourist attraction.

There’s a visitor’s centre and the oldest military museum in America for visitors to learn more about military history. 

US Military Academy at West Point is at 606 Thayer Rd, West Point, NY. It’s 10 miles (16km) from the Storm King Art Center.  

The Kykuit Estate, or the John D. Rockefeller Estate, is a magnificent 250-acre (101 ha) estate built for the Rockefeller family, one of America’s most influential families, in 1913.

Featuring over 40 rooms, the estate is a dedicated National Historic Landmark and is open to the public for tours.

About 25 miles (40 km) north of New York City, the estate is easy to reach and is one of the most stunning historic landmarks in the Hudson Valley.

Kykuit, the Rockefeller Estate is 28 miles (45 km) from Westpoint at 381 N Broadway, Sleepy Hollow, NY 10591. The driving time from Westpoint is about 40 minutes. 

In New York’s Westchester County on the banks of the Hudson River, Sleepy Hollow, once known as North Tarrytown, was the setting for the eerie 1820 short story by Washington Irving titled “The Legend of Sleepy Hollow”.

The town’s name was formally changed to Sleepy Hollow in 1996 to celebrate the novel that put the town on the map.

Today, Modern-day Sleepy Hollow treats visitors to a laundry list of fun and unique things to do, ranging from the Old Dutch Church, which inspired Irving’s tale ‘Headless Horseman’, to the scenic Rockefeller State Park Preserve and its stunning wildlife.

The world-famous Central Park was established in 1858 to provide a rapidly growing New York City with a much-needed recreational area to retreat to.

Originally intended to bring a slice of the countryside to busy Manhattan, Central Park still provides city slickers with expansive greenery to enjoy away from the noisy and overcrowded streets of the Big Apple.

More than 42 million people stop by the park annually, making it the most visited public park in the USA, and wandering around the park is one of the top things to do in New York .

Meticulously designed by notable public park planners Frederick Law Olmsted and Calvert Vaux, Central Park is home to several amazing things to enjoy and serves as the perfect place to end your once-in-a-lifetime road trip through America’s Northeast corner.

Treat yourself to a Standard Central Park Horse Carriage Ride (Long Loop – 45 Minutes)

A true icon of the Big Apple’s world-famous skyline, the 102-story Art Deco-style Empire State Building is a soaring American landmark that took just one year to finish.

Officially opened to the public in 1931, the structure held the title of the world’s tallest building for nearly four decades when the World Trade Center eclipsed it in 1970.

The Empire State Building is in Midtown, Manhattan, and attracts over 4 million visitors annually thanks to its high observation decks and representation in pop culture.

Not only is this iconic skyscraper one of New York City’s must-visit landmarks , but its pioneering design and top-notch vantage points make it a truly unmissable road trip attraction to stop by as you near the end of your Boston to New York journey.

The Empire State Building is 30 miles (48 km) from Sleepy Hollow. Driving time will depend on traffic conditions.  Skip the line and book your entry ticket here .

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Road Trip From Boston To New York City

Despite being relatively short, the epic road trip from Boston to New York City makes for a spectacular adventure - with various iconic cities for you to explore on the way, you'll be coming back to this trip year after year.

The 210-mile road trip from Boston to New York City takes 3 hours 50 minutes to drive. Key stops include New Haven, Beardsley Zoo, The Maritime Aquarium, Wadsworth Falls State Park, Tower Hill Botanic Garden, Six Flags New England, and Playland Park.

Be sure to read until the end to make sure you don't miss a thing during this legendary road trip.

How far is New York City from Boston and how long will the road trip take?

The road trip from Boston to New York City spans 210 miles and takes 3 hours 50 minutes hours to complete. Although this trip can be done in a single day, a better way to approach it would be to take at least a couple of days to explore the route.

Cutting through various interesting cities in Massachusetts and Connecticut, this is very much an urban kind of drive. In the latter part of the drive, you'll be hugging the Long Island Sound, giving you a nice change of scenery.

Much of the trip takes place on the interstate before switching over to Connecticut 15 in New Haven - the solid road conditions coupled with relatively low mileage means you don't need to worry about a bumpy ride or significant delays.

One thing you'll want to keep in mind is that traffic in the general Boston and New York areas can get rather messy, especially during the holiday season and on weekends. Try to take off as early in the morning as possible to avoid crowds on your way out of Boston.

Best road trip route from Boston to New York City

The most straightforward route for the road trip from Boston to New York City is also the most scenic - boasting a number of beautiful cities and the unforgettable Long Island Sound, this is one of the prettiest drives you could do on the East Coast if you're short on time.

Alternatively, you can follow the coast and go via Providence or if you really want to make it an adventure, you can reach New York by taking a ferry down to Long Island instead.

Road trip route from Boston to New York City

Take Interstate 90 out of Boston, then explore Sri Lakshmi Park and Cushing Memorial Park in Framingham. Soon after that, pass Ashland, Hopkinton, and Whitehall State Parks, as well as Upton National Forest, then take a break in Worchester.

This city is a fantastic tether point if you plan on doing some detouring - just south of town, you can check out Douglas State Forest and Purgatory Chasm State Reservation, and there's also Tower Hill Botanic Garden and Wachusett Mountain State Reservation up north.

Back on the main route, follow the interstate to Wells State Park before hopping onto Interstate 84 in Sturbridge. In Connecticut, pass Nipmuck State Forest and Bigelow Hollow State Park, then keep driving to Hartford.

From here, you can do some amazing detours up north, such as New England Air Museum, Connecticut Trolley Museum, or even Six Flags New England up in Springfield.

Once you're done, take Interstate 91 through Middleton and past Wadsworth Falls State Park, then get on Route 15 in Meriden. Follow this route past Sleeping Giant State Park, and be sure to make a stop at New Haven.

Drive through Bridgeport (Beardsley Zoo is a must-see) and Norwalk (home to The Maritime Aquarium) before crossing over into New York State.

Spend some time in Playland Park in Rye if you feel like it, then continue along the Hutchinson River Parkway past Saxon Woods Park. Not long after passing New Rochelle and Mt Vernon, you'll find yourself in the city of New York.

Best paces to stop between Boston and New York City

The road trip from Boston to New York City is short yet packed with things to see, so if you can, you'd be wise to spend up to a week on the drive. Here are some hotels you may want to stay in during your trip:

Enjoy the amazing nightlife in New Haven

Perhaps best known for housing Yale University, New Haven is a hub for many of America's brightest minds. Of all the amazing hotels to check out here, The Study at Yale is a seriously classy hotel in a perfect location .

Wherever you are in the hotel, from the stylish rooms to the amazing common areas, you'll be greeted by window views that'll take you back to your college days in the best possible way.

A quick drink in the bar after the drive down from Boston and you can head right out into town which is right on your doorstep. Everything you want to see in New Haven, from the bustling Chapel Street to Yale University itself, are all a hop and a skip away.

Besides the university, you'll definitely want to check out New Haven's other landmarks, such as the beautiful Lighthouse Point Park, history and art museums or stroll to one of the parks surrounding downtown.

The West Rock Overlook is about an hour's walk from The Study At Yale hotel and offers stunning views of the city and the sound, especially if you make it there for sunset!

Live it up in style in New York City

New York City is arguably the most iconic metropolis in all of North America, and that's certainly reflected in its hotels too. If you're up for the vacation of a lifetime, The Wall Street Hotel New York City has the best rooms and service the East Coast has to offer.

What little time you're not out exploring The Big Apple, you'll be enjoying the spectacular view from your room or enjoying some well-deserved TLC at the bar or the hotel's beautiful terrace.

Every single part of the hotel looks spectacular, although two of the highlights would have to be the fabulous on-site restaurant and the beautifully decorated lobby area, two perfect places to introduce yourself to other visitors of New York.

Another advantage to staying here is that all of the city's landmarks, including National September 11 Memorial & Museum, One World Trade Center, South Street Seaport Museum and Pier 15 East River Esplanade, are within walking distance of the resort.

This luxurious hotel is competitively priced, given that the sky is the limit when it comes to accommodation prices in the city. You'll definitely want to do yourself a favor and stay here at least once when visiting the city.

For more options and to learn more about other areas in New York City where you can stay, please check our detailed guide below:

READ MORE - Our Area-by-Area Guide to NYC

Things to see on a road trip from Boston to New York City

Though the drive is short, there's a whole lot to see on the road trip from Boston to New York City, especially if you're fond of off-roading. Here are some of the best attractions the route has to offer:

• Framingham - Home to Garden in the Woods and various scenic state parks, this city adds some much-needed nature vistas to this itinerary.
• Ashland, Hopkinton, and Whitehall State Parks - These parks are all set next to some pretty sizable reservoirs, making them perfect for a swim or a picnic if you're driving in warm weather.
• Purgatory Chasm State Reservation - A scenic geological preserve housing some incredible formations, perfect for hiking and rock climbing.
• Tower Hill Botanic Garden - This sizable botanic garden will give you a newfound appreciation for nature after only a short trek along its walkways.
• Nipmuck State Forest - Home to Breakneck Pond, this is one of the most scenic places to visit along the road trip if you're looking to snap some great photos.
• Bigelow Hollow State Park - This park houses one of the most beautiful evergreen forests along the East Coast, making it the perfect counterpart to Nipmuck State Forest.
• New England Air Museum - Airplane geeks will get a kick out of the wide variety of 'metal birds' on display here.
• Six Flags New England - Located in Agawam, Massachusetts, this is a detour you'll definitely want to make if you're traveling with a child.
• Wadsworth Falls State Park - Featuring the titular Wadsworth Falls, this is the place to be if you're into fishing or just want to admire some beautiful nature.
• Providence, Rhode Island - if you want to follow the coast, Providence is a classic old New England city to explore
• New Haven - Known for housing the world-famous Yale University, New Haven is a great place to visit if you want to enjoy some spectacular clubs by night and amazing museums by day.
• Beardsley Zoo - The only major zoo in all of Connecticut is home to a variety of beautiful animals, including some endangered species.
• The Maritime Aquarium - The perfect follow-up to Beardsley Zoo, The Maritime Aquarium is a great place to experience the Long Island Sound's finned fauna.
• Playland Park - One of the most iconic amusement parks on the East Coast features multiple roller coasters, a swimming park, and the amazing Music Tower.

Best time to go on a road trip from Boston to New York City

There's truly no bad time to do the road trip from Boston to New York City - this is one of those cities that don't have a peak season per se, so you can have an amazing time whenever you decide to visit.

NYC comes alive with outdoor markets and events in the summer, and Central Park is beautiful this time of year too. Still, you can expect temperatures of over 80 degrees if you visit in August, and the massive crowds can make it feel even hotter.

If the heat is a deal-breaker for you, spring makes for a milder alternative. You can still expect crowds this time of year, and you may get caught off-guard by the occasional raincloud, but the city is still ripe with activities if you're looking to spend time outdoors.

Thanksgiving can be especially busy in New York, but aside from that, fall is the closest thing to a shoulder season you can expect here. This is a good time to visit if you're looking to save money on accommodation or simply want to see the streets a little less crowded.

Come winter, New York starts picking up steam again in the tourism department. Lots of people like to spend their Christmas holidays here, and for good reason - the streets look mesmerizing covered in a thin layer of snow.

With all that said, one downside to visiting in the winter is that some of the forests and parks along the way may be inaccessible. Most of the attractions en route are urban to begin with, so if you want to see some greenery, this may not be the best time for you to do the trip.

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Day Trip From NYC to Boston | How to Get There

Home | Travel | North America | United States | New York | NYC | Day Trip From NYC to Boston | How to Get There

While visiting the Big Apple, I recommend you check out one of the best near cities to New York , in New England: Boston . Visiting historic Boston from NYC is one of the best road trips from New York City since Boston is full of art, food, culture, and much more.

Boston has a sophisticated atmosphere thanks to its reputable museums, historic Freedom Trail, and stately landmarks. Among the urban squares and academic buildings, you’ll also find a beautiful waterfront, one of the oldest public gardens in the U.S., and amazing food, what makes Bostonone of the best food cities in the US . So, if you have the time to visit this city, don’t miss out!

Traveling from New York to Boston is quite easy, and there are several ways to move between the two cities. We’ve used FlixBus several times, and it’s one of the most comfortable buses from New York to Boston , although you can also ride a train, drive yourself, or take a guided tour.

To help you plan your day trip from NYC to Boston , I’m sharing a complete guide on how to get there and what to do during your trip.

Guide to the best day trip from NYC to Boston

If you want to take a Boston day trip from NYC , I’ve got all the information you need to plan the best itinerary. By the end of this article, you’ll know how to get from NYC to Boston , what to see during your trip, and how much you can expect to spend on transportation.

In a nutshell, this guide will cover:

How far is Boston from New York City?

Best day trip to Boston from NYC

What to see on your New York to Boston day trip

The distance between Boston and New York City is about 215 miles. So, if you want to drive from NYC to Boston , it’ll take around 4.5 hours .

Best way to get from NYC to Boston

One of the most important things to consider for your trip is how you’ll get there. Fortunately, there are several ways to get to Boston from NYC , so whether you want to drive yourself or take public transportation, you’ll have no problems.

Keep reading to see the best ways to travel from NYC to Boston :

Trains from NYC to Boston

• Buses from New York Boston
• Driving from New York to Boston

Taking a train from NYC to Boston is the fastest way to go, so it’s a good option if you only have one day to travel. Amtrak runs several trains from Manhattan’s Penn Station to Boston’s Back Bay Station.

Amtrak’s Northeast Regional service takes about 4.5 hours and costs around $124 round-trip. For express service, take the Amtrak Acela train, which takes about 3 hours and 45 minutes. Acela tickets start at $214 round-trip .

Buses from NYC to Boston

If you’re looking for a cheaper way to get to Boston from New York , I recommend taking a bus. There are several reputable bus companies that run daily buses between the two cities.

We’ve taken FlixBus before, and I think it’s one of the best buses from New York to Boston . The buses are comfortable and have extra legroom, free Wi-Fi, and restrooms. FlixBus also offsets their emissions, so it’s the most eco-friendly option.

FlixBus departs from 31 st Street and 8 th Avenue in Manhattan and the trip takes about 4.5 hours. The bus will drop you off at Boston’s South Station Bus Terminal. Tickets cost about $57 round-trip, and you can save $11 by using our Omio discount link.

Megabus is another popular bus company with several daily buses. Seats fill up fast, so you’ll want to book as soon as possible. Taking Megabus from New York to Boston takes about 4 hours and 15 minutes, departing from 34 th Street in Manhattan and dropping you off at Boston’s South Station Bus Terminal. Tickets cost around $30 round-trip.

Greyhound buses leave from the New York Port Authority station and take about 4.5 hours to get to the South Station Transportation Center in Boston. Greyhound’s New York to Boston service costs about $45 round-trip.

Finally, Peter Pan is a well-known company with a solid reputation. Buses leave from New York’s Port Authority and can drop you off at several Boston landmarks, including Copley Square and the State House. Taking Peter Pan from New York to Boston takes 4 hours and 20 minutes and tickets cost around $37 round-trip.

Keep in mind that, the sooner you book a bus from NYC to Boston , the cheaper the price will be .

Driving from NYC to Boston

If you prefer the comfort of your own car, you can drive from New York to Boston . This way, you can travel on your schedule and have more privacy during the trip. The NYC to Boston drive time is a little over five hours, so it’s nice to have the comfort of your own car.

Don’t worry if you don’t have a vehicle because you can rent a car in NYC. Depending on the option you choose, you can rent the car and drop it off in Boston, or you can rent it for the entire round trip .

Yet another option is this full-day tour , which I recommend if you don’t want to worry about organizing your transportation or itinerary. This Boston day trip from NYC includes your transportation and a professional guide, so it’s the most convenient choice.

The tour leaves from Manhattan at 6 a.m. and will transport your group to Boston in a comfortable air-conditioned bus. Along the way, your professional guide will share interesting facts and history about Boston.

Once you arrive, your first stop will be Copley Square , a picturesque plaza with several famous landmarks like Trinity Church and the Beaux-Arts style Fairmont Copley Hotel . You’ll also see the Boston Public Library , and John Hancock Tower , a 790-foot skyscraper.

Another highlight of this New York to Boston day tour is the Freedom Trail , a 2.5-mile brick path through downtown. The trail goes past 16 landmarks and historic locations like the Old State House , the Granary Burying Ground , King’s Chapel , Faneuil Hall , and the Massachusetts State House .

Then, head to the historic Quincy Market for lunch, where you’ll find all kinds of international foods. Afterward, walk through the Johnston Gate at Harvard University and see the Old Yard and the John Harvard Statue before returning to Manhattan.

Visiting Boston is one of the best day trips from NYC , so if you’re short on time, I highly recommend this 1-day Boston tour from New York .

Once your transportation is all set up, it’s time to plan your New York to Boston itinerary . There is so much to see in this beautiful city, but there are a few highlights I’d definitely recommend.

First, Boston is full of history, so you must check out the Freedom Trail , which runs past 16 important landmarks like state buildings, churches, and burial grounds. While you’re in the area, check out the Boston Harbor , where you can take a cruise or stroll along the Harborwalk.

I also recommend stopping by Quincy Market for a bite to eat before walking through the Rose Fitzgerald Kennedy Greenway . You’ll pass the Boston Common , the oldest public park in the country and the home of the Boston Public Garden . This 24-acre garden has native and non-native plants, trees, and shrubs, as well as a pond with rental boats.

South of the Boston Common, you’ll find Copley Square , an urban plaza full of historic buildings and landmarks. Not far from here, you can visit the Prudential Tower , a 920-foot skyscraper with an observatory on the 50 th floor.

If you’re a sports fan, you’ll like seeing Fenway Park where the Boston Red Sox plays. Or you can cross the Charles River and visit Harvard University ’s campus. There are several interesting museums here, including the Harvard Museum of Natural History, the Harvard Mineralogical Museum, and the three Harvard Art Museums.

Hopefully, this gives you some ideas for your New York to Boston day trip !

FAQs – Boston day trip from NYC

To finish up, here are some common questions about visiting Boston from New York .

How far is Boston from New York?

Boston is about 215 miles from New York City.

What is the drive time between NYC and Boston?

Depending on traffic, the drive time to Boston from NYC is about 5 hours.

What is the best way to travel from NYC to Boston?

The best way to travel from NYC to Boston depends on your goals. If you’re in a hurry, you can take a train, but be aware that it’s more expensive. The cheapest way to get to Boston from NYC is by bus.

What is the fastest way to go from NYC to Boston?

The fastest way to Boston from NYC is by train since the trip takes as little as 3 hours and 45 minutes.

How much is a train ticket to Boston from New York?

The ticket price for a train from New York to Boston ranges from about $125 to $215 round-trip.

How much is a bus from New York to Boston?

Taking a bus from NYC to Boston is the cheapest option, with ticket prices around $30-$60 round-trip.

What is there to see between Boston and New York?

The distance between Boston and New York City is over 200 miles, so there are some cool places to see along the way:

• New Haven, CT – This city has a lovely downtown area and a 175-year-old lighthouse, and it’s the home of Yale University.
• Mystic, CT – This waterfront town has the charm of a small fishing village as well as interesting attractions like the Mystic Seaport and the Mystic Museum of Art.
• Newport, RI – A quintessential New England city, Newport boasts beautiful views of Narragansett Bay, historic mansions, and recreational activities like sailing, biking, and golf.

With that, you have everything you need to plan your trip from New York to Boston . Of course, don’t hesitate to leave me any questions about taking a day trip to Boston from New York . I’d also love to hear about your experience visiting this historic city. Until then, have a wonderful time!

Ascen Aynat

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New England Wanderlust

Connecticut , Maine , Massachusetts , New Hampshire , New York , Rhode Island , Vermont  ·  March 30, 2022

34 Awesome Road Trips From Boston & Best Itineraries (2024)

Boston is an amazing starting point for adventures all over New England and the Northeast. With so many options to visit tons of nearby coastal towns, exciting cities and plenty of quaint, charming villages, there are endless possibilities for road trips from Boston. And since I’ve been road-tripping and traveling all over the Northeast for over 10 years now, I know all the destinations that are worth your time.

This list includes destinations that are all individually under 6 hours from Boston, and if you’re looking for road trip itineraries that combine destinations from this list, be sure to scroll to the end for suggested itineraries to make the most of your road trip!

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 .

🚙 Need to rent a car for your epic road trip? I’ve got you covered! Click here to check the best prices on Discover Cars!

Best Road Trips From Boston

For this list, I’ve broken down the destinations into four categories: Coastal, City, Charming Towns and Luxury Getaways. For each destination, I’ve also included the time it takes to get there from Boston, highlights of the best things to do, what to expect once there, and nearby things to do.

Coastal Road Trip Destinations From Boston

1. plymouth, ma.

Distance From Boston: 40-50 minutes

If you’re looking for a quick, easy getaway from city life in Boston, a little road trip to Plymouth is a fun way to do that. While the town is known for its history dating back to the early 1600s, they are also lots of outdoor activities, parks and beaches, and combine that with a small-town feel, Plymouth makes for a lovely little escape from Boston.

Best things to do in Plymouth:

• Plimoth Patuxet Museum is a living replica of the original pilgrim colony settlement. If you’re a history buff, this is a must-see. You can even climb aboard the Mayflower II, an exact replica of the ship that brought the pilgrims to Plymouth.
• Plymouth Long Beach is a 3-mile long stretch of public beach that’s perfect for getting out by the water.
• Plymouth Farmer’s Market is held every Thursday from May through October, and was Yankee Magazine editor’s pick for best Farmer’s Market in 2018.
• Brewster Gardens is a tranquil, waterfront park that’s sure to invite lots of relaxation.
• Walk around the charming downtown to visit the shops and restaurants,
• Pop into Dirty Water Distillery for an artisanal spirits tasting.
• Go on a whale watch tour with Captain John’s Boat Tours .
• Spend the day getting pampered at Mirbeau Resort & Spa , and even stay for lunch or dinner, or the night for the ultimate day of relaxation.

Click here to book your stay at Mirbeau Resort & Spa!

Psst! I have an entire post on visiting Plymouth, MA , if you need more ideas!

2. Cape Cod, MA

Distance From Boston: 1-2.5 hours, depending on where you to choose to go on Cape Cod.

With over 500 miles of shoreline to explore, Cape Cod is the ultimate beach road trip from Boston because you can get there in about 2 hours and feel like you’re in a whole other world. There are 15 towns in Cape Cod to choose from for your visit, and more beaches than anyone can count. Fill your days being ocean-side, exploring beautiful little coastal towns, eating fresh seafood and taking in amazing sunsets.

Best Things To Do on Cape Cod :

• Visit The Cape Cod National Seashore
• Explore Chatham’s downtown
• Visit Provincetown and the Pilgrim Monument
• For more on the best things to do on the Cape, click the link below for my detailed travel guide.

You may also enjoy:

• Can’t Miss Things To Do When Visiting Cape Cod For The First Time
• Best Things To Do On Cape Cod For Adults
• Best Towns To Stay In On Cape Cod
• What To Pack For Cape Cod
• Unique Things To Do On Cape Cod

3. Nantucket, MA

Distance From Boston: 2-3 hours, which includes time to park at the ferry terminal, and ride the ferry.

Nantucket is a gorgeous island off the coast of Cape Cod bursting with charm and natural beauty. A day trip to Nantucket is common while visiting Cape Cod, but staying overnight for a night or two would be the best way to make the most of your road trip from Boston. This is a great island to explore if you’re looking for stunning beaches and a beautiful downtown area.

To get to Nantucket, you’ll need to take the ferry from Hyannis on Cape Cod. From there, you can choose between Hyline Cruises or Steamship Authority to get to Nantucket.

Best Things To Do on Nantucket:

• Explore the shops and restaurants in the main town.
• Visit Brant Point Lighthouse.
• Rent a moped to explore the local beaches and towns.
• For more amazing things to do on Nantucket, click the link below for my detail travel guide on a Nantucket day trip.
• The Best Nantucket Day Trip Travel Guide
• How Many Days Do You Need On Nantucket + Suggested Itineraries
• How To Visit All The Nantucket Lighthouses

4. Martha’s Vineyard, MA

Martha’s Vineyard is the other island off the coast of Cape Cod, and it’s more popular as an overnight destination, versus a day trip because it’s bigger. Comprised of 6 beautiful towns, Martha’s Vineyard is home to beautiful beaches, quaint Main Streets for shopping and dramatic cliff-lined shores.

To get to Martha’s Vineyard, you’ll need to take a ferry from either Woods Hole or Hyannis (both terminals located on Cape Cod). There is no benefit to picking one over the other, and it’s best to just pick whichever location is more convenient for you (usually it’s Hyannis for most people).

Best Things To Do on Martha’s Vineyard:

• Gingerbread Cottages in Oak Bluffs
• Edgartown downtown and lighthouse
• Aquinnah Cliffs and Gay Head Lighthouse
• South/Katama Beach
• For more information on visiting Martha’s Vineyard, click the link below for my guide on deciding between Nantucket or Martha’s Vineyard for a day trip.

You may also find these Martha’s Vineyard posts helpful:

• Is Nantucket or Martha’s Vineyard Better For A Day Trip?
• The Ultimate Martha’s Vineyard Day Trip Guide
• How To See Martha’s Vineyard Without A Car

5. Marblehead, MA

Distance From Boston: 40-50 minutes.

Marblehead is an adorable little coastal town along the North Shore of Massachusetts, and a very quick road trip from Boston. This is the place to come if you’re looking for historical homes, small-town charm, great seafood, dramatic, rocky coastline and options for beaches.

Best Things To Do in Marblehead, MA:

• Marblehead Lighthouse & Chandler Hovey Park
• Self-guided historical home walking tour.
• Take in the views at Castle Hill Rock.
• For more information on the best things to do in Marblehead, click the link before for my detailed travel guide.

Click here to read even more awesome things to do in Marblehead!

6. Salem, MA

Distance From Boston: 30-40 minutes.

Salem is another little coastal town along the North Shore of Massachusetts, and is known for being the premier New England destination for all things spooky. While visiting Salem in October is definitely a bucket list-worthy goal, it’s actually a really wonderful town to visit all year round. It’s very walkable with a variety of things to do, and makes for a great day trip, or a weekend getaway.

Best Things To Do in Salem, MA:

• Winter Harbor Park and Lighthouse
• Salem Witch Trials Memorial
• Salem Maritimes National Historic Site
• Essex Street Pedestrian Mall
• House of Seven Gables
• Peabody Essex Museum

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 😉

7. Rockport, MA

Distance From Boston: 50-60 minutes.

Rockport is one of my favorite coastal towns in all of New England. It has so much character, wonderful shops and restaurants, and really invites you to slow down a bit to take it all in. It’s a small town, and can be done in a day, but a weekend here would be a very relaxing road trip from Boston.

Best Things To Do in Rockport, MA:

• Visit Motif 1, the most painted building in New England, if not the country!
• Go for a scenic walk or hike at Halibut Point State Park.
• Meander through the shops on Bear Skin Neck.
• For more things to do in Rockport and the North Shore region, click the links below for my detailed travel guides.

Click here for more amazing things to do in Rockport!

Click here to read my travel guide on the best things to do on Cape Ann!

8. Newburyport, MA

Newburyport is a delightful little coastal town in Massachusetts that has a very traditional New England feel with beautiful homes at every turn, and an adorable little downtown area and waterfront park. Newburyport is also home to Plum Island, which is a gorgeous part of town with amazing beaches and wildlife sanctuaries.

Best Things To Do in Newburyport, MA:

• Visit Oldies Marketplace to look for antiques and treasures.
• Meander the streets of downtown to explore the beautiful storefronts.
• Take a leisurely stroll along the waterfront park.
• Pack a picnic or take a nature walk at Maudslay State Park , which has over 500 acres to explore.
• Head out on the open waters with Yankee Clipper Tours , and cruise around the Merrimack River and Newburyport Harbor.
• Drive over to Plum Island to visit Plums Island Beach, buy some handmade soaps at Plum Island Soap Co. , and walk the stunning nature trails at the Parker River National Wildlife Refugee .

Click here to read my full guide to visiting Newburyport & Plum Island!

9. Block Island, RI

Distance From Boston: 3-3.5 hours, which includes time to park at the ferry terminal, and ride the ferry.

Block Island is a beautiful island off the coast of Rhode Island with gorgeous beaches, walking trails, water activities, salt marshes, great restaurants and is overall a wonderful place to relax while appreciating the outdoors. This actually might be one of my top underdog suggestions for a weekend getaway from Boston.

It actually reminds me a bit of Prince Edward Island, so if you’re looking to live out your Anne of Green Gables dreams, but can’t make it to Canada, this is a great place to do that. There’s even a lovely hotel on the island called Avonlea.

To get to the island, you’ll need to drive to the Pt. Judith ferry terminal in Rhode Island. For more information on the ferry, click here .

Best Things To Do on Block Island, RI:

• Take in the views at Mohegan Bluffs.
• Rent a moped to explore the entire island.
• Spend some time swimming at Mansion Beach.
• Visit the island’s two lighthouses.
• Have lunch with a water view at The Oar .

Click here to read all my tips for taking a Block Island day trip!

10. Newport, RI

Distance From Boston: 1.5 hours, but always anticipate extra traffic crossing the Newport bridge.

Newport is a stunning coastal city in Rhode Island that’s the perfect destination for sailing, shopping, dining and being by the water. Even though it’s technically a city, I wanted to include it in the coastal destinations group because it definitely feels more like a resort waterfront town than a city.

With so many things to do, you could easily spend a weekend here, but Newport will also work for a day trip.

Best Things To Do in Newport, RI:

• Walk along Cliff Walk for amazing coastal views.
• Visit Bowen’s Wharf for shopping and dining.
• Grab a lobster roll at the Newport Lobster Shack .
• Walk over to Goat Island to see the lighthouse and take in views of the Newport Bridge.
• Sail around Narrangansett Bay with Sightsailing of Newport .
• Visit the unique shops along Thames Street.
• Grab lunch and cocktails at The Lawn at Castle Hill Inn , overlooking the water. Better yet, book an overnight stay for the ultimate Newport experience!

Click here to book your stay at The Castle Hill Inn in Newport .

Click here to read all my tips for taking a Newport, RI day trip!

Click here to read about all the best things to do in Newport, RI in the winter!

11. Mystic, CT

Distance From Boston: 1.5 hours

This adorable little town sits along Mystic River, and has an awesome mix of preserved maritimes history, small-town charm and nature. While Mystic is mostly visited for its quaint, waterfront downtown, it’s also home to parts of two bordering towns, Stonington and Groton, giving you opportunity to explore a few different coastal Connecticut destinations during your visit.

Best Things To Do in Mystic, CT:

• See penguins, beluga whales, sharks and sea lions at the Mystic Aquarium .
• Learn all about maritimes history at the Mystic Seaport Museum and Village , which is regarded as one of the best, if not the best, Maritimes museums in the country.
• Hit the trails at Bluff Point State Park.
• Take a sunset or moonlit cruise with Poet’s Lounge Sailing Charters .
• Grab a warm lobster roll, which originated in CT, at Ford’s Lobster in nearby Noank.

Click here to read about all the best things to do in Mystic, CT!

12. The Hamptons, NY

Distance From Boston: 5.5 hours if driving the whole way, 6 hours if you drive to New London, CT to take the ferry.

The Hamptons needs no introduction, as it’s become a famous summer destination in New York thanks to many celebrities calling it a secondary home. Sitting along the Long Island sound, you can expect gorgeous beaches, amazing shopping and restaurants, specialty food markets and farmer’s markets, wineries and plenty of opportunity for rest and relaxation.

The Best Things To Do in The Hamptons:

• Have a beach day and watch the surfers at Coopers Beach in Southampton.
• Go vineyard hopping, and taste some of the local wines. Channing Daughters Winery and Wölffer Estates are two great options.
• Take in the views at Montauk Lighthouse.
• Enjoy an afternoon of rest and restoration at the Montauk Salt Caves .
• Have some amazing and fresh seafood at Bostwick’s Chowder House in East Hampton.
• Rent a bike and ride along Gin Lane in Southampton for incredible views of the ocean, and to see some amazing houses.

13. Ogunquit, ME

Distance From Boston: 1 hour and 15 minutes

One of my favorite beach towns in all of New England is Ogunquit, which is one of the best places to visit in Maine in the summer , but it’s really fun in spring and fall, too. Offering both dramatic and rocky coastline that Maine is famous for, as well as a long, sandy beach that’s perfect for swimming, you’ll get the best of both worlds here. Ogunquit’s town is entirely walkable, so once you drive in, you’ll be able to leave your car behind and get almost everywhere by foot. There’s an amazing downtown scene with plenty of shops and restaurants, and you’re never that far from Ogunquit Beach.

Best Things To Do in Ogunquit, ME:

• Walk along Marginal Way, where you’ll get the most amazing views of the rocky coastline.
• Visit Perkins Cove to enjoy its charming shops and restaurants.
• Spend plenty of time at Ogunquit Beach, one of the best beaches in Maine.
• For more information on things to do in Ogunquit, click the link below for my detailed travel guide.

Click here to read about more amazing things to do in Ogunquit!

14. Kennebunkport, ME

Distance From Boston: 1 hour and 25 minutes

Just a short distance from Ogunquit is Kennebunkport, so these two destinations could easily be combined, and both are worth your time. Kennebunkport is full of character, and can be visited as either a day trip, or a weekend getaway, from Boston. Offering both beaches and a wonderful downtown scene, this is a great place to relax, unwind and enjoy being by the water.

Best Things To Do in Kennebunkport, ME:

• Visit Gooch’s Beach for a walk along the shore, or go for a swim.
• Have an authentic lobsterman experience with Rugosa Lobster Tours .
• Walk around the downtown and Dock Square shops.
• Grab an artisanal ice cream cone at Rococo Ice Cream .
• Have some craft cocktails and beer at Batson River Brewing and Distillery .
• Walk along Parson’s Way for amazing views of the dramatic coastline.
• Grab fresh seafood takeout from The Clam Shack .

Click here to see why Kennebunkport is one of the best Christmas towns in New England!

15. Bar Harbor/Acadia National Park

Distance From Boston: 4 hours and 45 minutes

One of the absolute best places to visit in all of Maine is Bar Harbor and Acadia National Park, and this will make an epic road trip from Boston. Bar Harbor is the adjacent town to Acadia, and where most people stay when visiting the park. Bar Harbor is a fun destination on its own because it’s full of character, and has great restaurants, and a beautiful harbor-side walking path and park.

Acadia National Park is one of the top destinations in all of New England, providing over 120 miles of hiking trails, and countless opportunities to take in some of the best and most incredible coastline views in the entire Northeast. In my opinion, this is one of the best roads trips from Boston you can take.

Best Things To Do in Bar Harbor & Acadia National Park:

• Walk along the Ocean Path trail inside Acadia, which is a flat, easy path along Shore Road that provides the most payoff for minimal effort when it comes to the most famous views in the park.
• Have lunch and popovers at Jordan Pond House inside Acadia, which offers views of the lawn and Jordan Pond.
• Drive to the summit of Cadillac Mountain inside Acadia for sunrise or sunset.
• Explore Bar Harbor’s downtown.
• Take a leisurely walk along Shore Path in Bar Harbor for the best views of the harbor.
• Visit Bass Harbor Lighthouse inside Acadia.

Tip : You’ll need to purchase a park pass to enter any attractions inside Acadia National Park. Park passes can be purchased online in advance by clicking here .

Psst! I have some posts on Acadia that you may find helpful, including my Acadia National Park Itinerary , and the Best Time To Visit Acadia National Park .

Luxury Road Trip Destinations From Boston

These destinations don’t have to be all about luxury, but since it’s nice to treat yourself every now and then, I wanted to include a few of my favorite luxury resorts that are easy road trips from Boston. If all you’re looking for is a little R&R and some serious pampering without having to leave the resort grounds, these are amazing places to visit.

16. Cliff House in Cape Neddick, ME

If you’re looking for the ultimate coastal Maine getaway to fully relax and recharge, then Cliff House will be the perfect road trip from Boston for you. This oceanfront resort sits atop 70 acres of cliffs, and offers incredible amenities that will allow you fully emerse yourself in Maine’s natural beauty without having to go far. Almost every square foot of this property has an ocean view, so there’s no way you can be stressed during your visit.

What To Expect During Your Stay At Cliff House:

• Beautifully-appointed rooms with a private terrace, and your choice of partial or full ocean views. Some rooms are also ocean-front.
• Complimentary coffee, tea and water stations on each floor.
• A full-service spa.
• Three oceanfront restaurants and a coffee cafe.
• Manicured gardens and pathways for relaxing walks.
• Two outdoor pools, two indoor pools and a hot tub.
• On-site shopping.

Click here to book your stay at Cliff House!

17. Ocean House in Westerly, RI

Distance From Boston: 1 hour and 45 minutes

For one of the very best luxury experiences in all of New England, Ocean House in Westerly, RI is a truly amazing destination. With the entire properly overlooking the Block Island Sound, it’s guaranteed you’ll be able to relax during your stay. Travel + Leisure has even named Ocean House as one of the top 100 hotels in the entire world.

What To Expect During Your Stay At Ocean House:

• Freshly designed and elegant coastal New England rooms and suites.
• Complimentary use of the hotels Mercedes-Benz convertibles for self-guided tours.
• Complimentary activities within the resort, such as daily yoga and cooking classes.
• Valet parking included in your room rate.
• Four on-site restaurants, and lobster dinners on the lawn during the summer.
• An on-site spa.
• Beautifully manicured lawns with yard games.
• Complimentary refreshments throughout the day.

Click here to book your stay at the Ocean House!

18. Mohonk Mountain House in New Paltz, NY

Distance From Boston: 3 hours and 45 minutes

If you’re looking for the ultimate road trip from Boston that combines hiking in the mountains with total relaxation, then Mohonk Mountain House is perfect for you. Located in the small college town of New Paltz, Mohonk Mountain House is right in the heart of the Hudson Valley of New York, and is surrounded by 40,000 acres of forest.

Overviews of the resort have been used in the Amazon Prime series Upload , and has long been rumored to be the inspiration behind Stephen King’s The Shining . But don’t let that scare you away! That only thing that will actually scare you once here is how amazing the views are.

If an overnight stay doesn’t work with your plans, guests can also purchase a day pass to the resort grounds, which allows you access to the hiking trails. This is a great way to enjoy the scenery without committing to an overnight stay.

What To Expect During Your Stay At Mohonk Mountain House:

• Traditionally-decorated rooms and suites that overlook the mountains. Most rooms also come with private balconies and rocking chairs.
• Lake Mohonk on the resort grounds.
• An all-inclusive stay where breakfast, lunch, afternoon tea and dinner, as well as all outdoor activities such as kayaks, row boats and canoes, are all included in the room rate.
• 85 miles of hiking trails right outside your door.
• Farm-to-table dining.
• Benches and chairs situated all over the resort grounds for moments of rest, and to clear your mind.

Click here to book your stay at Mohonk Mountain House!

Click here to read my detailed review of a Mohonk Mountain House Day Pass!

19. Mirbeau Spa in Rhinebeck, NY

Distance From Boston: 3 hours and 10 minutes

Mirbeau has a few locations throughout the Northeast, but my favorite of them all is in Rhinebeck, NY, a beautiful little town in the Hudson Valley. This particular Mirbeau Spa is one of the newer additions to their family, and is decorated in a modern, Parisian style, which makes it feel like a unique destination.

The spas at Mirbeau are really amazing. I’ve personally had massages and treatments at different locations, and they’ve always been consistent in quality (and, of course, relaxation). Guests are invited to walk around in robes, including at lunch, and the on-site hotel allows you to continue your relaxation journey into the evening for the perfect overnight stay.

What To Expect During Your Stay At Mirbeau in Rhinebeck, NY:

• A serene, calm spa atmosphere throughout the entire grounds.
• A relaxation room, aqua terrace and steam facility within the spa.
• Different spa packages to customize your stay that include dining options to make your visit stress-free.
• Luxurious and Parisian-inspired accommodations with options including in-room fireplaces and soaking tubs.

Click here to book your stay at Mirbeau in Rhinbeck!

Charming Small Town Road Trip Destinations From Boston

If you’re looking to visit some of the most charming towns in New England and New York for your road trip, I’ve got your covered! Here are the most adorable little towns to visit that make awesome road trips from Boston.

20. Saratoga Springs, NY

Distance From Boston: 3 hours and 15 minutes

While technically a city, Saratoga Springs’ historic downtown feels very much like a quaint village. Located in Upstate, NY and known for its horse racing track season, this destination has so much more to offer including a wonderful Main Street for shopping and dining, gorgeous parks, beautiful and historic architecture and live entertainment.

Best Things To Do in Saratoga Springs, NY:

• Walk around the grounds of Saratoga Spa State Park, which is a National Historic Landmark. You can enjoy a round of golf at an 18-hole championship course, have a picnic by the reflecting pool and admire the architecture of the Hall of Springs.
• July – Labor Day, visit the Race Track , and even try your hand at placing bets on the winner!
• Stroll through Congress Park, and find the mineral springs to taste the local water.
• Enjoy a healing bath at the Roosevelt Baths & Spa . The spa staff is trained on how to draw the perfect bath at just the right temperature, and the minerals in the waters have been said to have health benefits such as reducing sinus congestion and arthritis symptoms.
• Take in a live show at SPAC , one of the the country’s most renowned outdoor concert venues.
• Walk up and down Broadway, downtown’s main street, to visit the local shops and restaurants.
• Grab delicious cocktails with lunch or dinner at Morrissey’s Lounge & Bistro inside the famed Adelphi Hotel. Better yet, book an overnight stay at this Gilded Age-era boutique hotel, located in the heart of Saratoga’s downtown.

Click here to book your stay at the Adelphi Hotel in Saratoga Springs!

21. Skaneateles, NY

Distance From Boston: 5 hours and 20 minutes

Skaneateles is a lakeside town in the Finger Lakes region of Upstate, NY, and is a wonderful place to visit, especially in the Summer. With Skaneateles Lake right in the heart of downtown, and an adorable Main Street with really nice shops and restaurants, the quaintness of the town is perfect for rest and relaxation, but also offers plenty to do to keep from ever being bored.

Best Things To Do in Skaneateles, NY:

• Walk around Main Street to visit the boutiques.
• Sit and admire the views of the lake from the town’s many waterfront areas.
• Visit Anyela’s Vineyards to enjoy a tasting, or sip on a glass of wine and take in the peaceful views of the vineyards.
• Head out onto the lake for a boat tour.
• Grab dinner and drinks at the Sherwood Inn , located right in the heart of town, and just across the street from the lake.
• Spend the day getting pampered at Mirbeau Inn & Spa , the original Mirbeau location, which is home to a Monet-inspired garden and bridge.

Click here to book your stay at Mirbeau Inn & Spa in Skaneateles!

Click here to read more suggestions on the best things to do in Skaneateles, NY!

22. Lake Placid, NY

Distance From Boston: 5 hours

Known for hosting two Olympic games, Lake Placid in the Adirondack region of Upstate NY has so much more to offer (although, the Olympic sites are definitely worth visiting!). I personally love visiting Lake Placid in the winter because the alpine-inspired town really seems to come alive with apres-ski vibes, but it’s really a great destination all year round. While in Lake Placid, you’ll be surrounded by mountains and fresh air, and feel like you’ve truly escaped from every day life.

Best Things To Do in Lake Placid, NY:

• Walk around Mirror Lake, located in the heart of Lake Placid’s downtown.
• In the winter, enjoy skiing at Whiteface Mountain , and ice skating and a Toboggan Chute on Mirror Lake.
• Enjoy the miles of hiking trails in the nearby mountains.
• Walk around the alpine-inspired downtown village to visit the quaint shops.
• In the summer, go for a swim in Mirror Lake from the public beach area.
• Visit the Olympic sites, including the ski jump, ice arena and the Lake Placid Olympic Museum .
• Walk around High Falls Gorge, a 22-acre nature park with waterfalls.
• Grab drinks and lunch or dinner at The Cottage, a restaurant at Mirror Lake Inn Resort & Spa that sits right on Mirror Lake. Better yet, book an overnight stay, and also enjoy the on-site spa for the ultimate Lake Placid getaway!

Click here to book your stay at the Mirror Lake Inn Resort & Spa in Lake Placid .

Click here to read my post on all the best things to do in Lake Placid in the fall!

23. Hudson, NY

Distance From Boston: 2 hours and 45 minutes

Located in the Hudson Valley of New York, Hudson is known as being incredibly charming, and one of the best destinations for antiquing in the area. This is a great little town to visit if you’re looking to relax, enjoy a small-town atmosphere and see where the day takes you. Hudson is also a great destination if you’re looking to explore the entire Hudson Valley region.

Best Things To Do in Hudson, NY:

• Antiquing! There are countless antique shops in Hudson, and you’ll definitely want to check out The Antique Warehouse , which has over 300,000 sq. feet of treasures.
• Stroll down Warren Street, where most of the storefronts can be found.
• Take a boat cruise along the Hudson River with Hudson Cruises , which offers tours to the Hudson-Athens Lighthouse, and even murder mystery cruises!
• The Hudson Farmer’s Market is regarded as one of the best in the region, and is open every Saturday in-season, and also has a winter location February-April.
• Tour the local art galleries.
• Go for a nature walk in the Greenport Conservation Area, which is home to over 7 miles of trails, and is walkable from downtown Hudson.

Click here to read my post on the best things to do in Upstate New York in the fall!

24. Manchester, VT

This small little town in Southern Vermont is the perfect place to disconnect and relax. As you cross the New York/Vermont border, you’ll begin to see the tall mountains all around you, and instantly feel more at peace. In fact, you’ll be able to see the surrounding mountains from everywhere in downtown Manchester. And with everything to do from shopping and dining to hiking and nature walks, you’re sure to find something that everyone in your group will enjoy.

Best Things To Do in Manchester, VT:

• Hike or drive up Mt. Equinox, the tallest mountain in the Taconic Range, and enjoy the incredible views from above.
• Browse through Northshire Bookstore , an amazing independent bookstore that’s been in business since 1976. Here, you’ll find new and used books, a wonderful children’s section, and unique Vermont-inspired gifts and souvenirs.
• Visit Hildene , the Lincoln family estate, where visitors can tour the gardens, walking trails, farm land and indoor exhibits, and enjoy sweeping views of the Vermont countryside.
• Rent a tube at Vermont River Runners and take a relaxing water tube ride along the Battenkill River, which is perfect for a warm summer day.
• Grab a sandwich as big as your head at Zoey’s Deli . I also love their homemade chips!
• Hike the Lye Brook Falls trails to visit a beautiful waterfall. The trailhead is a short 5-minute drive from town center.
• Go for a dip in the Dorset Marble Quarry for a unique swimming experience!
• After your swim, visit the Dorset Union Store , a quintessential Vermont country store.

Click here for an awesome Vermont covered bridges tour itinerary!

25. Woodstock, VT

Distance From Boston: 2.5 hours

Of all the Vermont towns on this list, I think Woodstock might be my favorite. I love them all, but there’s something about Woodstock that just screams New England charm, and perfectly balances being a town that caters to tourists, while not losing any of the local character. It’s one of those idyllic towns you’ll daydream about moving to.

Best Things To Do in Woodstock, VT:

• Walk through the truly adorable village and enjoy the local shops and coffee cafes.
• Head over to the Woodstock Middle Covered Bridge, located right in the village, for a picture-perfect Vermont moment.
• Get your hands muddy with a pottery workshop at Farmhouse Pottery .
• Drive to nearby Quechee and visit the Simon Pearce Restaurant & Mill , and take in a live glass-blowing demonstration, as well as lunch overlooking the gorge.
• Head over to Quechee Gorge Village after Simon Pearce for some antiquing.
• Visit Billings Farm & Museum to tour a working dairy farm, gardens and orchards, and see live demonstrations. The grounds here are truly spectacular!
• Hike Mount Tom for stunning views of Woodstock from above.
• Best Places To Stay In Vermont In The Fall
• Best Things To Do In Woodstock, VT
• Best Winter Getaways In New England

26. Stowe, VT

Distance From Boston: 3 hours and 20 minutes

Stowe is an adorable little village in Northern Vermont that I love to visit, and it always puts a smile on my face. Even though it’s a well-known ski destination in the winter months, it’s a great little place to visit year-round will lots of outdoor activities and perfect Vermont scenery all over, including some beautiful covered bridges.

Best Things To Do in Stowe, VT:

• Hike Mount Mansfield, the highest mountain in Vermont, or drive the auto road to the summit.
• See if you believe in ghosts at Emily’s Covered Bridge. Legend says it’s haunted by a girl who hung herself on the bridge after her boyfriend never came to meet her.
• Walk the Stowe Recreation Path, a 5.5-mile long paved path that goes through beautiful scenery throughout the village. The path can be accessed from several locations in the village.
• Connect to the Quiet Path along the Rec Path, which is reserved for walkers only (meaning, no bikes wizzing by you). It meanders through parts of Mayo Farm, and is a very relaxing way to spend an afternoon.
• Go hiking at Smuggler’s Notch State Park.
• Visit the nearby Ben & Jerry’s Factory for a tour.
• Explore Sterling Falls Gorge.
• In the winter, hit the slopes at Stowe Mountain Ski Resort.
• Pick up some chocolates from Lake Champlain Chocolates.
• Best Things To Do In Stowe, VT
• Best Stops To Make When Driving From Boston to Stowe, VT
• Best Things To Do In Vermont In The Winter

27. Greenwich, CT

Distance From Boston: 3 hours

Greenwich is an absolutely beautiful town that sits right on the border of New York, and also very accessible to Manhattan. I love coming to this idyllic little town when I want a day of relaxing, shopping, dining, being outside, visiting the beach and enjoying the gorgeous scenery.

Best Things To Do in Greenwich, CT:

• Shop the stores along Greenwich Avenue.
• Enjoy a serene walk through the Donald M. Kendall Sculpture Gardens in nearby Purchase, NY.
• Meander through Montgomery Pinetum, a public park that’s very relaxing, and also has beautiful ponds, nature trails and gardens with an educational center and greenhouse.
• Head to the Lobster Bin for an amazing lobster roll on-the-go.
• Spend some time at the beaches along Greenwich Point Park.
• Admire the architecture of the historic district buildings.

28. Jackson, NH

Let’s head to the White Mountain National Forest in New Hampshire! One of the best towns to stay in is Jackson, where you’ll find a lovely downtown and Main Street, an iconic red covered bridge, and endless opportunities to explore the White Mountains region, including lots of hiking and outdoor activities. While it’s most popular during the winter for skiing, and the fall for foliage season, Jackson can be enjoyed year-round.

Best Things To Do in Jackson, NH:

• Visit Honeymoon Bridge, the town’s famous red covered bridge.
• Drive to the summit of Mount Washington, the highest peak in New England.
• Hike the Glen Ellis Falls Trail.
• Explore the downtown shops and restaurants.
• In the winter, go skiing at Black Mountain. In the summer, the mountain offers horseback riding and lots of hiking trails.

You may also like: The best things to do in New England in the fall!

City Life Road Trip Destinations From Boston

Even though you’re road-tripping from a city already, it’s still exciting to explore a new one. There are quite a few cities that make for amazing road trips from Boston, and many of them can be combined with other destinations from this list to offer the best of city life, and coastal or small-town living.

29. Portsmouth, NH

Distance From Boston: 1 hour

This charming little city is just a short drive from Boston, and definitely feels more like a town than a city. Portsmouth is a port-side city with a gorgeous downtown filled with quaint shops and boutiques, and is known as being a huge foodie destination. This is a great city to visit if you’re looking for a lot of character, and lots of options when it comes to being outside, dining and shopping.

Best Things To Do in Portsmouth, NH:

• Grab some fresh and delicious pastries from Elephantine Bakery , and be sure to enjoy them just outside the cafe in the most adorable little courtyard.
• Shop the boutiques in downtown Portsmouth.
• Walk along Prescott Park, which has over 10 acres of waterfront gardens and paths, and is home to live entertainment in the summer months.
• Take a dip in the water at Great Island Common Park.
• Go brewery hopping, as Portsmouth is home to five breweries.
• Enjoy a drink at the Book & Bar , a combined bookstore, cafe and bar.
• Head out onto the water with Portsmouth Harbor Cruises .
• Visit Portsmouth Harbor Lighthouse.

30. Providence, RI

Providence is the capital of Rhode Island, and also home to famed schools Brown University and the Rhode Island School of Design. It’s also a really fun city to be a tourist! With Providence River running through the city, you still have opportunities to feel like you’re connected to nature, and with tons of restaurants, shops, nightlife and history, this destination makes for an amazing road trip from Boston.

Best Things To Do in Providence, RI:

• Visit The Arcade , the country’s very first shopping mall designed with Greek revival architecture, and now home to some awesome boutiques and art galleries.
• Visit the Roger Williams Park Zoo , which is the third oldest zoo in the country, where guests can feed giraffes and other farm animals, and see over 160 different species while visiting. You can also jump on the Explore and Soar ride, which is a fun zip ride and train excursion through the forests.
• Enjoy a leisurely walk along the Providence Riverwalk.
• During the summer, experience WaterFire, where braziers are set with bonfires in the middle of the river.
• Take in the exhibits at the RISD Museum of Art.
• Take a Venetian gondola ride along the river at Waterplace Park.
• Do a self-guided historical walking tour along Benefit Street to see some of the city’s most historic houses and buildings.
• Take a boat tour along the Providence River.

Click here to read my post on the best day trips from Providence!

31. Portland, ME

Portland is an exciting waterfront city in Maine that sits on a peninsula along Casco Bay, and provides the best of both worlds as far as being a city destination that’s also coastal. With things to do outdoors along the dramatic coastline, to an amazing restaurant and food scene, Portland has a little something for everyone during your road trip from Boston.

Best Things To Do in Portland, ME:

• Portland Head Lighthouse is a must! It’s the most famous lighthouse in Maine, and one of the most iconic in all of New England. Nearby, you can also visit Spring Point Ledge Light and Bug Light, and do a mini lighthouse tour without leaving the city!
• Visit one of my favorite breweries in New England, Bissell Brothers . They also get bonus points for being close to the waterfront at Thompson’s Point.
• Meander around Old Port to see the city’s fishing industry come to life.
• Walk along the lively waterfront scene on Commercial Street for shopping, dining and water views.
• Tour the open waters on a beautiful Schooner tour with Portland Schooner . They also invite you to pack a picnic with beer and wine to enhance your experience.
• Tour the Portland Arts District, which is filled with art galleries, museums and theaters.
• Take a culinary tour of the city and learn the very best places to eat, led by a local. Click the link below to book your tour, or learn more info.

Click here to book your walking culinary tour in Portland!

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32. New York City

Distance From Boston: 3 hours and 45 minutes (but always allow extra time for traffic)

New York City needs no introduction, and if you’ve never been to the city that never sleeps, this is an absolute must if you’re looking into road trips from Boston. Below is a list of my absolute favorite things to do when I visit NYC, which includes the best things to do for first-time visitors.

The Best Things To Do in New York City:

• Walk the Brooklyn Bridge and visit DUMBO for sweeping views of both the Brooklyn and Manhattan bridges.
• Get bagels at Brooklyn Bagel (the best in the city).
• Visit Central park, and be sure to stop at Bow Bridge, Belvedere Castle and The Mall walkway.
• Grab a slice of pizza at Joe’s (150 E 14th St.)
• Explore the MET Museum and Cloisters.
• Take the Staten Island Ferry for views of the Statue of Liberty (this is free and way better than the official tours, which are super crowded!).
• See a broadway show.
• It’s touristy, but I love going to the top of the Empire State Building.
• Walk around the West Village for amazing streets and brownstones.

33. Burlington, VT

Burlington is a small and beautiful city in Northern Vermont that sits along Lake Champlain, and is wonderfully diverse, exuberant and also very relaxing. This is a great destination if you’re looking for a small-town feel set in a bigger city, waterfront and outdoor activities, an art scene and plenty of amazing restaurants.

Best Things To Do in Burlington, VT:

• Walk around Church Street, a pedestrian-only area lined with unique shops and restaurants.
• Stroll around the waterfront to admire the views of Lake Champlain, as well as the Burlington Breakwater Lighthouse.
• Bike the Burlington Bike Path, a beautiful path along the lake that’s over 7 miles long.
• Go kayaking or stand up paddleboarding on the lake.
• Head to nearby Shelburne to tour Shelburne Farms , one of my favorite things to do in all of Vermont! There are tons of hiking and walking trails through the 1400-acre picturesque grounds, and you can stop to sample their homemade cheeses and baked goods along the way.
• Take in the art scene on the South End, which is loaded with galleries and shops.
• Get a taste for the local brews with a Sip of Burlington Beer Tour. Join a small group for dinner, and learn from a local brew expert as you taste all the different beers that are brewed nearby. Click the link below to learn more, or book your tour.

Click here to book your Beer of Burlington experience!

34. Philadelphia, PA

Last but most definitely not least on our round-up of the best road trips from Boston, is the city of Brothery Love, Philadelphia. Philly is Pennsylvania’s largest city, and is deeply rooted in history, but there are all kinds of things to do from exciting nightlife and amazing food to parks and waterfront activities.

Best Things To Do in Philadelphia, PA:

• Run up the Rocky Steps at the Philadelphia Museum of Art, and snap a picture with the Rocky statue. A bit touristy, but if you’re a fan of the movie, you gotta go for it.
• Speaking of the Philadelphia Museum of Art , after your Rocky moment, be sure to visit. They have an amazing American art collection, as well as works by famed impressionists Renoir, Degas and Monet.
• Tour Independence Hall, regarded as the birthplace of the United States, and where the Declaration of Independence was debated by our Founding Fathers.
• Venture just outside the city to visit Longwood Gardens, an expansive garden oasis filled with both indoor and outdoor gardens and, and beautifully designed grounds.
• Grab a Philly cheesesteak at Woodrow’s Sandwich Shop .
• Stroll along the Delaware Riverfront to explore Cherry Street and Race Street Piers, and take in amazing views of the Benjamin Franklin Bridge.
• Hop on a BYOB trolley tour of the city, hosted by hilarious guides that share historic and entertaining information, and take you to some of the top sites in the city. Click the link below to learn more, or book your tour.

Click here to book your Historically Hilarious Trolley Tour in Philadelphia!

Road Trip Itinerary Options

If you’re looking to combine towns from this list into longer roads trips, or are wondering which towns are close enough to combine together to maximize your time and cover the most ground, I’ve got you covered! Below you’ll find suggested itineraries with different routes you can take while planning the best road trips from Boston.

Option 1: Massachusetts North Shore Road Trip From Boston

For this route, you’ll head north from Boston and visit the following destinations:

• Newburyport & Plum Island
• Portsmouth, NH

Days Needed For This Route: 2-4 . If you’re looking for an easy road trip from Boston with lots of options, this is an awesome route to take. You can do it in as little as 2 days for a weekend trip, or add on two additional days to take your time and explore each town.

Option 2: Cape Cod & The Islands Road Trip From Boston

For this route, you’ll head south from Boston and visit the following destinations:

• Martha’s Vineyard

Days Needed For This Route: 7-8 days. Because this route requires ferries from Cape Cod to the islands, and with Cape Cod being a larger region to explore, I recommend a week.

If you have less time, the islands could be done as day trips, and you could attempt this route in about 5 days . If you have 10 days, I would suggest spending one night in Plymouth, 5 days on Cape Cod, two nights on Nantucket and two nights on Martha’s Vineyard for the ultimate Cape Cod road trip.

Option 3: Boston To Bar Harbor Road Trip

This route will take you up the coast of Maine and stop in these destinations:

• Newburyport, MA
• Ogunquit, ME
• Kennebunkport, ME
• Portland, ME
• Bar Harbor, ME

Days Needed For This Route: 7-10 days. I suggest this much time because your final destination, Bar Harbor, is home to Acadia National Park, and there’s so much to see and do just in the park. And each stop along the way is a very worthy destination to spend at least one night in.

If you’re very short on time, you can do this route in 4 nights with this itinerary:

• On your way to Ogunquit, pass through Newburyport and spend 2-3 hours there. Arrive in Ogunquit late afternoon to spend the night.
• The next day, spend the morning in Ogunquit, and then drive to Kennebunkport to spend about 3 hours exploring there. Drive to Portland, and spend the night.
• The next day, spend your morning in Portland, and then drive to Bar Harbor to arrive by mid-afternoon. Spend 2 nights in Bar Harbor.
• Drive back to Boston.

I have a detailed Boston To Bar Harbor, Maine Road Trip Itinerary if you’d like more help with planning!

Option 4: Vermont Road Trip From Boston

For this route, you’ll head northwest of Boston, and drive through the best towns in Vermont from this list. You’ll cover these destinations:

• Manchester, VT
• Woodstock, VT
• Burlington, VT

Note : This route isn’t as direct as the other routes, and will include 6.5 hours of driving time to get from Boston to Burlington, stopping at the other destinations along the way. But then you can drive direct from Burlington to Boston on your way home, which will only take 3.5 hours.

Days Needed For This Route: 3-5 days . This could easily be a long weekend itinerary if you don’t stop in each town overnight, and just visit Manchester and Stowe for a few hours each. You could, of course, take your time, and do up to 5 nights for this itinerary.

Option 5: Rhode Island & Coastal Connecticut Road Trip From Boston

This route will take you southwest from Boston, and you’ll visit these destinations:

• Providence, RI
• Newport, RI
• Block Island, RI
• Westerly, RI

Days Needed For This Route: 3-6 days . This is another itinerary you could also do in a weekend if you only spend a few hours in Mystic, as a day trip from Newport, and skip going to Block Island. To visit all these destinations, you’ll need about 5 days, but 6 would be ideal to not feel rushed.

Tip : If you wanted to extend your road trip further along this route, there is a ferry that leaves from New London, CT, and goes to the Hamptons!

Option 6: Boston To New York City & The Hamptons Road Trip

This route will take you to these destinations:

• Rhinebeck, NY
• New Paltz, NY
• New York City
• The Hamptons
• Optional add-on: Philadelphia, PA

Note : The route from Boston to The Hamptons, while making all the stops in the Hudson Valley in-between, is not direct, and will take about 7.5 hours without stops, so I highly suggest you stop overnight in at least one of the towns to break up your drive. If you wanted to visit Philadelphia, this would be the route you would want to add that destination to, as you will have to drive through NYC to get there.

Days Needed For This Route: 1 week. To do this route in 7 days, I would suggest spending a few hours each in Hudson and Rhinebeck, then spend the night in New Paltz (splurging at Mohonk Mountain House is definitely worth it!). Then drive to NYC the next day, and spend 3 nights there. Then drive to The Hamptons, and spend 3 nights. If you want to add Philadelphia, you’ll want to add an extra night or two.

If you’re short on time and want to do this route in fewer days, I would suggest spending a night in the Hudson Valley (same as above), spend 3 nights in NYC, but include a day trip to The Hamptons. Or, if The Hamptons is of more interest to you, you could spend one night in NYC, and spend a night or two in The Hamptons. And then drive back to Boston.

The other option is to drive direct from Boston to New York City, and leave out the Hudson Valley towns entirely. On that route, your focus would be New York City and The Hamptons.

What Towns Are 1 Hour From Boston?

Plymouth, Salem, Rockport, Newburyport are all within an hour from Boston, and make for wonderful road trips or day trips from Boston.

Towns not mentioned on this list that are also an hour or less from Boston that are perfect for a road trip are Scituate, Gloucester, Manchester-By-The-Sea and Essex, all of which are located in Massachusetts.

What Cities Are 6 Hours From Boston?

New York City, Portsmouth, NH, Philadelphia, PA, Portland, ME, Burlington, VT and Providence, RI are all within 6 hours or less from Boston, and are all included on this list as amazing road trips from Boston.

Is Boston Close To Niagara Falls?

Boston is over 7 hours from Niagara Falls, and for that reason, didn’t make this list of road trips. But if you have extra time, it could be added to a road trip itinerary for Skaneateles, NY and the finger lakes region.

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That’s A Wrap On The Best Road Trips From Boston

As you can see, Boston is really an incredible gateway to all of the Northeast, making it easy to take lots of different road trips. Whether you want to explore the coast of Massachusetts and Maine, go cute-town-hopping through Vermont or visit as many cities as you can, you’re now ready to plan which of these road trips from Boston is perfect for you.

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New York to Boston road trip

• Post last modified: September 1, 2024

A New York to Boston road trip is a special journey. Not only are New York and Boston fun-filled East Coast cities, the stretch between them is like made for road trips. Embrace cozy seaside towns, attractions for all ages and, maybe best of all, that true New England spirit.

Disclosure: All listings are independently selected. If you buy something through our links, we may earn an affiliate commission. Learn more ›

• Start: New York City
• Martha’s Vineyard
• Finish: Boston
• Total distance:  399 mi / 642 km
• Total driving time:  8.5 h

1. New York City, NY

Not ready to start the engine quite yet? The endless selection of New York City sights never disappoints

Climb Empire State Building

Time after time, the Empire State Building gets ranked as one of the best New York attractions to visit. It could very well be the world’s most famous building.

At it’s tip, the Empire State Building reaches 1,454 feet (443 m). The soaring icon, with 102 stories, defines the skyline of New York City.

From its observation deck you get a magnificent view of the city that never sleeps. Day or night, the Empire State Building is an iconic place.

Hang out in Central Park

Central Park has since 1858 offered a relaxing contrast to the bustling streets of New York City. It’s an oasis that attracts locals and visitors alike.

With 843 carefully planned acres, Central Park invites you to a variety of activities before you start driving. From walking trails and playgrounds to lawns and fountains, it’s a park for every activity level.

Scenic route: Both Interstate 95 and Route 1 take you from Mystic to Newport in about an hour. Interstate 95 is slightly quicker, but Route 1 is more scenic and traces the coastline better.

3. Newport, RI

• Driving distance:  47 mi / 76 km
• Driving time:  1 h

New England’s remarkable coastal landscape is there to be explored. In Newport, Rhode Island , the Atlantic waves meet elegant mansions from a different time.

Tour historic Newport mansions

Newport is renowned for its historic mansions. These icons were constructed along Newport’s coastline between the 1850s and early 1900s.

Most famously, the Breakers was built from 1893 to 1895 as a summer getaway for Cornelius Vanderbilt II, who was one of the richest men in the US. In Gilded Age style, the mansion is just as full of luxury as you can imagine.

The Breakers is just one of several mansions to explore in Newport. Other fascinating mansion stops include the Elms and Marble House.

Each of these mansions is beautiful from the outside, but sign up for a Newport mansion tour for the complete experience.

Hit the cliffs of Newport

Newport Cliff Walk stretches for 3.5 miles (6 km) along the eastern shore of Newport. It’s a pathway, surrounded by crashing waves and stunning mansions, that has become an attraction on its own.

Where the famed cliff walk ends, the adventure continues on Ocean Drive. This road follows the southern shore of Newport, and its westernmost point, Castle Hill Lighthouse, is the end every scenic route deserves.

With scenery around every turn, exploring Newport’s coastline feels like a scavenger hunt lined by treasure chests.

More info: Where to stay in Newport, RI

4. Martha’s Vineyard, MA

• Driving distance:  69 mi / 111 km
• Driving time:  1.5 h

At the beginning of Cape Cod, also known as the Upper Cape, Falmouth offers the quickest ferry connection to Martha’s Vineyard. From Falmouth, it’s just 35 minutes to Martha’s Vineyard across the sound.

Martha’s Vineyard is a quintessential Massachusetts and New England destination. From its beautiful homes to its peaceful shoreline, it’s a gorgeous spot to kick back.

Route info: It’s 69 miles (111 km) and 1.5 hours from Newport to Falmouth. Add extra time for the ferry from Falmouth to Martha’s Vineyard.

Pick a favorite town

Martha’s Vineyard consists of six different towns: Oak Bluffs, Edgartown, Vineyard Haven, West Tisbury, Chilmark and Aquinnah.

Oak Bluffs, central on the northern shore, is dotted with gingerbread cottages. These colorful structures, there are more than 300 of them, make up a well preserved collection of Methodist summer camp buildings from the 1800s.

Edgartown, east of Oak Bluffs, instead stands out for its elegant white-painted houses. These historic ship captains’ homes primarily represent the period of the 19th century when Edgartown was a booming whaling center.

Vineyard Haven, west of Oak Bluffs, is the only town on Martha’s Vineyard with a year-round ferry service. So if you go in the off season, Vineyard Haven is the first town on the island that you encounter.

The southern shore of Martha’s Vineyard is much less frequented than its northern counterpart. Down south, the towns West Tisbury, Chilmark and Aquinnah most of all offer solitude.

More info: Best hotels on Martha’s Vineyard

5. Cape Cod, MA

• Driving distance:  56 mi / 90 km

Back on Cape Cod , another 56 miles (90 km) take you to the peninsula’s most treasured natural attraction: Cape Cod National Seashore. Far away from the bustling mainland, its peacefulness makes it easier than ever to unwind.

Play in Cape Cod National Seashore

Cape Cod provides 560 miles (901 km) of coastline to enjoy. From Cape Cod Bay to the Atlantic Ocean, it’s a destination that promises joy for the beach bum.

But on the idyllic Cape Cod, its vast Cape Cod National Seashore is a chapter on its own. The 43,607 acres big area is filled with beaches, woods and ponds.

With both pristine beaches and untouched nature, it’s the perfect combo for days out.

The seashore is a playground for humans and animals alike. Deer, turtles and playful seals are just a few of the many creatures from the animal kingdom that call Cape Cod National Seashore their home.

Hug Cape Cod lighthouses

Cape Cod is, much like the rest of New England’s coastline, dotted with pretty lighthouses. These lighthouses offer both a lot of seafaring history and great photo opportunities.

Nobska Lighthouse is the peninsula’s southernmost lighthouse. On Falmouth’s southern tip, it’s a lighthouse that can be seen from the Martha’s Vineyard ferry.

Nauset Lighthouse is a red-and-white landmark within Cape Cod National Seashore. A stone’s throw away the Three Sisters Lighthouses proudly line up.

At the northern end of Cape Cod, you find Race Point Lighthouse. It marks the end of both Cape Cod and the extensive Cape Cod National Seashore.

More info: Where to stay on Cape Cod

6. Boston, MA

• Driving distance:  93 mi / 150 km
• Driving time:  2 h

Arriving in Boston means that your road trip is at its end. But don’t despair, Boston is a loaded city where the fun continues with revolutionary history and higher learning.

Walk back in time on the Freedom Trail

In the heart of Boston, the 2.5-mile (4 km)  Freedom Trail  takes you back in time. The trail, which starts at Boston Common and ends at Bunker Hill Monument, shows you one historic monument after another.

Highlights as you walk the Freedom Trail include Massachusetts State House and the Old State House. Another outstanding building to keep your eyes open for is the Old Corner Bookstore.

Hear Harvard tales

Boston’s Harvard University is one of the most reputable institutions of higher learning in the US. Its alumni includes former presidents and Nobel Prize winners.

So wouldn’t it be nice to enter the doors of Harvard, if so only for a few hours?

On a  guided Harvard University tour  that’s exactly what you get to do.

Not only are the grounds interesting to see, but there are also many amusing tales to be told. You don’t have to be into history to appreciate a Harvard tour.

Where to stay

Boston features several neighborhoods rich in history. The downtown area provides the best access to the Freedom Trail; other appealing options include Beacon Hill, Back Bay and, if Harvard is your primary target, Cambridge.

• Godfrey Hotel  – Where the Freedom Trail starts.
• 1868 Cambridge  – Loveliness in Cambridge.

You might wonder…

This one way road trip from New York to Boston is 399 miles (642 km). Driving it takes roughly 8.5 hours, not including any stops along the way.

The main stops on our itinerary are NYC, Mystic, Newport, Martha’s Vineyard, Cape Cod and Boston. A nice additional stop is New Haven in Connecticut, where you find the renowned Yale University.

You can take a New York to Boston road trip over just a long weekend. However, we suggest setting aside a week or more to fully enjoy the scenery.

Related guides

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• New York to Miami road trip
• New York to Niagara Falls road trip
• New York to LA road trip

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From New York City to Boston: 5 Best Ways to Get There

Written by Lavanya Sunkara and Freddy Sherman Updated May 11, 2023 We may earn a commission from affiliate links ( )

Whether you are looking for a weekend getaway to take in some history, catch a Red Sox game, explore museums, or just want to escape New York City's bustle, the small New England city of Boston is the perfect choice. Located 216 miles northeast of New York City, Boston is accessible by several methods of transportation from the Big Apple. Visitors can go on a tour, take the bus or train, drive, or fly. Allocate anywhere from three-and-a-half to six hours of travel time between the two cities.

Once in town, take advantage of the country's oldest subway (known as the T) to reach landmarks and attractions , like Quincy Market, Boston Common, Fenway Park, and the Museum of Fine Arts. To help you plan your Boston trip, we've put together the five best ways to travel from New York to Boston.

On This Page:

From new york to boston on a day trip tour, from new york to boston by car, from new york to boston by train, from new york to boston by bus, from new york to boston by plane.

Highlights: Leave the details to the experts, enjoy a full-day guided tour of major historic sites

Boston is at least a four-hour drive from New York City, but organized tours give you the chance to visit this vibrant city on a day trip without the hassle of driving or dealing with public transportation.

The Boston Freedom Trail Day Trip from New York City shows travelers the city's highlights, from the Freedom Trail to its top tier universities. Get picked up in midtown Manhattan in a comfortable, Wi-Fi-equipped vehicle, and travel along the scenic Connecticut coast to Boston. Pickup is at 6:30am, and you'll get back to the city around 8pm the same night.

The 13-hour tour comes with a professional guide, and stops at Harvard Yard and the university's Widener Library, MIT, Cambridge College, and landmarks such as Trinity Church. A stroll along the Freedom Trail brings you to the sites of the Boston Massacre and the Boston Tea Party, Faneuil Hall, and Boston Common. Stop at Quincy Market for a fresh seafood meal on your own.

Highlights: A four to six hour journey with plenty of opportunities to explore along the way, good choice for longer stays

If you want the freedom to explore the city with access to a car, driving to Boston can be enjoyable, albeit a bit ambitious. The drive can take anywhere from four to six hours , depending on traffic. It might be a good idea to stay overnight or for a weekend instead of making a day trip.

Whether you are renting a car or bringing your own vehicle, consider parking garage fees (including those associated with hotels), as street parking can be hard to find.

To avoid the heaviest traffic, consider taking the Hutchinson River Parkway to I-684 from White Plains to Brewster. From here, join I-84 through Connecticut, which leads straight to I-90 (Mass Pike) in Massachusetts.

The ideal time to depart on weekdays is just after rush hour to avoid traffic and zip through the Bronx in time for a delicious sandwich lunch (or dinner) at Nardelli's in Milford, CT (a good halfway point), before continuing on your road trip.

It's best to avoid driving in the winter, as you may face potential snow and ice, poor road conditions, and slower traffic.

You could rent a car to make the drive from New York to Boston. Companies like Hertz , Avis , National , Budget , and Thrifty all offer car rentals. They have locations at all the NYC airports (JFK, EWR, and LGA), as well as locations throughout the city and surrounding communities. Keep in mind, it is usually cheaper to rent the car at a city location rather than the airport.

Both New York and Massachusetts (and 16 other northeastern states) use the E-ZPass system of cashless tolls. Bring your E-ZPass if you have one, or consider buying one before your trip (you must have a vehicle registered in one of those 18 states to buy one). Rental cars usually come with an E-ZPass, but review the fees and charges carefully before using it, as they can be steep.

Cashless tolls can also be paid online after you incur them. Ezdrivema.com is the site to do that in Massachusetts, tollsbymailny.com is the site for New York State. Tolls should be paid within 48 hours to avoid extra charges. International visitors should pay before leaving the country, as the sites are only accessible from U.S. computers.

Highlights: Fast and carefree comfort offering a variety of ticket price ranges

Taking the train is perhaps the most charming and relaxing way to get to Boston from New York City. You will catch a train from Penn Station in Manhattan to either Boston South Station, right in the heart of the city, or Boston Back Bay Station located in the South End. Back Bay Station is a bit quieter and connects to the Orange Line (gateway to North Station), while South Station connects to the Red Line; both have access to commuter trains.

Amtrak's Acela Express takes around four hours and provides a beautiful ride with free basic Wi-Fi connectivity, power outlets, foldout tables (if you need to work), and a café car. The train is exclusively Business and First Class; prices vary depending on class and departure times. A First Class ticket comes with a complimentary at-seat meal, beverages, the option to use the station lounges, and early boarding.

Acela Express trains depart hourly during rush hour on weekdays , starting from 6:15am for anyone traveling between the two cities for business.

If you are budget conscious and not in a hurry, opt for an Amtrak Northeast Regional train that takes about four-and-a-half hours. Train travel is the best and fastest option during the winter months, allowing you to bypass poor road conditions or flight delays caused by weather.

Highlights: Cheaper and slower-paced option for travelers with more time

Traveling by bus may not always be the most glamorous experience, but it's often the least expensive. Expect to spend several hours on the bus, given the unpredictability of traffic between the two cities. Buses depart from New York City's Port Authority Bus Terminal, and companies like Greyhound offer rides with free Wi-Fi connectivity. The buses come with onboard restrooms, reclining seats, and power outlets.

Megabus and FlixBus are other cost-effective carriers, with more rides per day and curbside pickup from a designated location in Midtown Manhattan near Times Square. Megabus has reserved seating and varying fares based on the time of departure. The bus drops you off at Boston's South Station.

FlixBus runs more than 10 buses per day between New York and Boston. The direct trips take between four and five hours. Pickup is curbside in Midtown at 34th Street and 8th Avenue (next to Penn Station) and drop-off in Boston is in the South End area, also curbside. FlixBuses have restrooms, reclining seating, free Wi-Fi, and even a free onboard entertainment app for your personal device.

Tickets for these three companies can all be purchased online. Bus rides take anywhere from four-and-a-half to six hours (if you are traveling on a Friday afternoon/evening).

Highlights: 35 minute flights get you to the sights quickly

The fastest way to get to Boston from New York City is by plane, as long as there are no flight delays. The flight to Boston's Logan International Airport (BOS) takes approximately an hour (with just 35 minutes in the air) ; add the time you need to get to the airport, clear security, and wait to board, and you're looking at three hours or more before landing in Beantown.

Sometimes flight prices are cheaper than the train, making flying a more affordable option. Major airlines like JetBlue , United , American , and Delta fly from New York City area airports to Boston. Once you reach Boston's Logan International Airport, catch a Silver Line bus to South Station (between 5:30am and 12:30am, seven days a week). You can also take a taxi or an Uber or Lyft into the city from the airport. The Logan Express bus is an inexpensive bus option, taking you from the airport to stops in the Braintree, Framingham, Peabody, or Woburn areas.

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The Best Ways To Travel From New York City to Boston

Andrew Kunesh

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Table of Contents

Delta air lines low-priced skymiles award tickets, american airlines economy web special fares, united airlines discounts point tickets (ewr-bos), chase travel portal — cheap cash fares, trueblue points — cheap cash fares (with caution), train tickets with amtrak guest rewards points, final thoughts.

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New York City and Boston are the East Coast’s most iconic cities, and while they’re relatively close, driving between the cities can be tough due to seemingly endless traffic. Because of this, a number of airlines have started offering near-hourly shuttle flights between the cities, making it easy for travelers to make the short hop at any time during the day.

Further, there’s also frequent rail service between the cities. A number of Amtrak routes run between New York City and Boston, including the high-speed Acela Express service that offers both business and first class cabins.

Need to make a jump up or down the coast and have travel miles to spare? You’re in the right place — here are the best ways to travel between New York City and Boston using miles and points.

One of the best ways to fly domestically is with Delta SkyMiles award tickets. The airline uses a dynamic award chart for all of its award tickets, meaning that award ticket pricing varies based on passenger load, travel date, and other variables. It also means that Delta does not publish a standardized award chart for award tickets.

While this skyrocketed award ticket pricing for some awards (think long-haul business class), some tickets actually dropped in price significantly. One of the best examples of this is short-haul economy tickets and the NYC to Boston route is no exception.

Currently, Delta Air Lines flies to Boston (BOS) from John F. Kennedy-New York (JFK), LaGuardia-New York (LGA), and Newark Liberty (EWR). When searching just over a month in advance, you can find one-way tickets priced at 4,500 SkyMiles one-way in Basic Economy. Better yet? You’ll pay just $5.60 in taxes on these tickets.

Hot Tip:  Book as far in advance as possible to get the lowest priced SkyMiles award tickets.

Need more Delta miles? Delta is an Amex airline partner  and Marriott airline partner allowing you to transfer at varying rates. Plus, check out our full guide to earning miles with Delta SkyMiles to find even more ways to stock up.

American Airlines flyers can book NYC to Boston on the cheap using the AAdvantage program . Last year the airline introduced Economy Web Special award tickets, bringing cheaper award tickets to select routes around the world. The LGA-BOS route frequently has these awards, and tickets are priced at just 5,000 AAdvantage miles one-way in economy.

You can find Economy Web Special fares as you would any other American Airlines award ticket: just search on the American website, simply input your dates and check the Redeem Miles box, and then look for the Economy Web Special  box for the lowest priced award ticket.

Hot Tip:  Economy Web Special fares are only bookable online and cannot be changed without a fee. However, mileage redeposit fees are waived for Executive Platinum members .

Do note that Economy Web Special award tickets are only available on specific dates and may not be permanently offered on this route. Thankfully, though, the NYC to Boston route prices as a short-haul award ticket when Economy Web Special fares aren’t available. In this case, a standard MileSAAver award ticket costs just 7,500 AAdvantage miles one-way .

Marriott points transfer to American Airlines AAdvantage at a 3:1 ratio, with a 5,000-mile bonus for all 60,000 point (20,000 AAdvantage mile) transfers. If you need more miles to start planning your trip, explore our full guide to how to earn lots of AAdvantage miles .

Like American, United Airlines and its MileagePlus loyalty program offer discounted NYC to Boston award tickets from its EWR hub. In fact, United has started matching American Airlines, and Saver award tickets can be booked for as low as 5,000 United MileagePlus miles one-way .

This pricing has come to light after United began implementing dynamic award pricing on its tickets, so you may see tickets price slightly above this low price-point. For example, when booking 3 months out, you’ll find fares ranging from 5,000 to 9,000 MileagePlus miles one-way .

Hot Tip: United Airlines’ co-branded credit cardholders and MileagePlus Premier Elite status members have expanded access to low-cost awards.

You can transfer miles to United MileagePlus from Chase Ultimate Rewards and Marriott Bonvoy at varying rates. There’s a slew of other ways to earn extra MileagePlus miles , too.

With so much competition on the route, NYC to Boston fares can often be quite cheap. In fact, you can find tickets as low as $59 one-way when booking over a month in advance. You may find that these low fares make little sense to book with points — especially if you plan to use United or American miles.

However, there is a way to justify covering low-priced cash tickets with points: the Chase Travel Portal .

This portal lets Chase cardholders redeem Chase Ultimate Rewards points towards any paid flight available on Expedia. Cardholders of the Chase Sapphire Reserve ®  can redeem their points for 1.5 cents per point while those with the Chase Sapphire Preferred ® card and Ink Business Preferred ® Credit Card  can redeem for 1.25 cents per point .

All other personal Chase-branded cardholders can redeem for 1.0 cents per point .

So, if you’re a cardholder of the Chase Sapphire Reserve card, you can redeem just 3,886 Ultimate Rewards points for a $59 JFK-BOS flight on American Airlines. This is significantly cheaper than booking with AAdvantage miles, and since you’re essentially buying a paid ticket, you’ll still earn AAdvantage miles on this ticket.

Note that cardholders of the Citi Strata Premier℠ Card  can redeem ThankYou Points for paid flights through the Citi ThankYou Travel Center at 1.25 cents per point . This portal should show similar flights as the Chase Travel Portal, and you still earn miles on your tickets.

Bottom line: Make sure to add your frequent flyer number to tickets booked through the Chase Travel Portal. You’ll earn redeemable and elite status-qualifying miles on all flights.

JetBlue maintains focus cities at both JFK and BOS and runs frequent flights from all 3 NYC airports to BOS. Because of this, there’s a good chance that you’ll end up on a JetBlue plane for your next jump up or down the coast.

Like the Chase Travel Portal, JetBlue’s loyalty program, TrueBlue , prices award tickets based on the cost of the cash ticket. This means the more expensive a paid JetBlue ticket is, the more TrueBlue points it will cost.

You can transfer points to JetBlue TrueBlue from American Express Membership Rewards , Chase Ultimate Rewards , Citi ThankYou, and Marriott Bonvoy . However,  should you do this is a different question entirely.

Currently, we value JetBlue TrueBlue points at 1.25 cents per point and since cardholders of the Chase Sapphire Reserve card can redeem Ultimate Rewards points at 1.5 cents per point through the Chase Travel Portal, it’s not the best use of your miles to transfer your miles to TrueBlue .

However, don’t write off TrueBlue miles altogether — you should most definitely use an existing stash of points to cover your paid JetBlue flight, especially if you can find low-priced NYC to Boston tickets.

Don’t want to head to the airport? Taking a train from New York’s Penn Station to Boston’s South Station on Amtrak can be an excellent option for your next journey. Standard train journeys take 4.5 hours between the cities, and the high-speed Acela Express option takes only 4 hours. When you consider time at the airport, this can be an excellent option — especially if you live near the train station.

Like airlines, Amtrak has its own loyalty program dubbed Amtrak Guest Rewards. The cost of an award train ticket depends on the cost of a paid ticket, and akin to JetBlue, the more a train ticket costs, the more the award ticket costs. Amtrak points are worth roughly 1.82 cents per point when redeemed on Acela routes and 1.92 when redeemed on standard Amtrak service .

For more information, check out our guide to finding cheap Amtrak tickets.

As you can see, there’s no shortage of ways to travel between New York City and Boston for free. Check the Chase Travel Portal first and then Delta Air Lines and other options to price compare. Since it’s such a short flight, the experience you get on all of these airlines will be relatively similar.

Remember, though: refrain from transferring new points to JetBlue TrueBlue, especially from Chase. These will generally give you a lower redemption rate than booking through the Chase Travel Portal and you won’t earn new points on the ticket.

Safe travels!

The information regarding the Citi Strata Premier℠ Card was independently collected by Upgraded Points and not provided nor reviewed by the issuer.

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This bonus value is an estimated valuation  calculated by UP after analyzing redemption options, transfer partners, award availability and how much UP would pay to buy these points.

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Road Trip from Boston to NYC: The Route & Top 5 Stops Along the Way

Explore history, arts and culture as you’re driving from Boston to New York City . You will need at least four hours to make the trip, and there are plenty of towns and other places to stop along the way. You have multiple options for routes. You can drive through Massachusetts and then down the Hudson River Valley through quaint towns and farmland. Or take the quickest route via interstate highways through Connecticut . Whatever route you choose, you’re sure to have plenty to see and do along the way.

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Tips for a One-Way Road Trip from Boston to NYC

It can take as little as four hours to drive from Boston to NYC, or longer if you go out of your way to see some sights. On any route your choose, you’ll pass by many charming and historic towns. Drive through Massachusetts and enjoy the scenery, and then drive south from Albany, NY , through the Hudson River Valley . There you can stop in charming towns, got to renowned museums and enjoy food fresh from the farm before heading into New York City. If you take the fastest route, it will take you through Connecticut cities like the capital, Hartford , and then along the coast through New Haven and other suburban cities of NYC.

Driving Directions from Boston to NYC

The fastest route.

To get to NYC on the quickest route, you’ll hop on Interstate 90 West from Boston. Keep in mind that I-90 is also the Massachusetts Turnpike and it’s a toll road. At Sturbridge, MA, you’ll get on I-84 and stay on that as you drive through Hartford . At Hartford you can either continue on I-84 through Waterbury and Danbury , or get on I-91 South through New Haven and Stamford . Traffic can be heavy during rush hour from 7:00 to 9:00 AM and from 4:00 to 6:00 PM in and around Boston, Hartford, Stamford and NYC. Plan your trip schedule accordingly. 

The Scenic Route

If you take the scenic route, the drive will take you roughly six hours. You’ll drive west through Massachusetts and the city of Springfield . You can stop here and visit the Naismith Memorial Basketball Hall of Fame or the Amazing World of Dr. Seuss (the city is the birthplace of the books’ author Theodor Geisel).

Then after crossing into New York State you can go south on Highway 115 S to Hyde Park . There you can see the estate of Franklin D. Roosevelt , who was born here, and the Eleanor Roosevelt National Historic Site . If you have time, also be sure to make a reservation at the Culinary Institute of America where you can eat gourmet creations cooked by students.

Continue on US Highway 9 South to Beacon . This quaint town is known for Dia Beacon , a museum and grounds filled with massive sculptures and other works of art. If you want to do a little hiking, you can also head to Hudson Highlands State Park . Next, head over the Newburgh Beacon Bridge on Interstate 84 and go south on Highway 300 toward Cornwall and West Cornwall . Then you’ll have a change to get out of the car and stretch your legs at Storm King Art Center . This outdoor museum has tons of works of art scattered around its grounds. After that you can get back on the highway and drive the remaining 1.5 hours south to New York.

5 Stops to Make Along the Way

Amazing world of dr. seuss, springfield, ma.

 The author of the Dr. Seuss books, Theodor Geisel, hails from Springfield, and the city has a museum complex dedicated to his work. This is a great stop for families!

Hyde Park, NY

The Hudson River Valley between New York and Albany has multiple grand estates built by wealthy families in the 1900s, and there’s a notable one in Hyde Park. You can find the Franklin D. Roosevelt National Historic Site along the Hudson River, and in the center of town is the Eleanor Roosevelt National Historic Site. Both of their former homes are open to the public. And if historic houses aren’t your thing, head to the Culinary Institute of America campus where you can eat at the restaurants and bakeries.

New England Civil War Museum, Vernon, CT

Explore history at this Civil War museum and research center that was founded by veterans and has existed in some form since 1896. Its extensive collection includes weapons, books, furniture and other artifacts. 

Yale University, New Haven, CT

Take a tour of the scenic campus and visit the University Art Gallery or the Museum of Natural History. And if you get hungry while visiting New Haven, be sure to try the local favorite, clam pizza.

Storm King Art Center, West Cornwall, NY

This open-air museum is a great way to spend a few hours and stretch your legs. The museum sits on sprawling grounds near Storm King Mountain and you’ll find one of the largest collection of contemporary outdoor sculptures in the US. Pack a picnic and enjoy the surroundings.

SIXT Rent a Car in Boston

It’s easy to arrive and Boston and get on the road to NYC in a SIXT car rental. We have a convenient location at Boston Logan International Airport where you can pick up your premium rental car. Choose from our range of economy cars, sedans, SUVs, pickups, luxury vehicles and minivans and have a comfortable and stylish road trip .

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How to Travel from New York to Boston by Train, Bus, Car, and Plane

The iconic New England city of Boston , Massachusetts, is 215 miles northeast of New York City. Boston has a population of more than 690,000 and is one of the oldest cities in America. To get from New York City to Boston, there are several transportation options. Consider the pros and cons of each to choose the best transportation option for you. Advanced booking of many of these options can offer additional savings.

Although flying is considered the quickest option for getting from New York to Boston (with flight times of around an hour), flights can be pricy, and when you factor in time spent getting to the airport, going through security, and waiting for your flight, flying doesn't save that much time. Buses are often affordable, but trips can be lengthy—sometimes more than five hours once you've accounted for traffic. Driving can take just under four hours on a good day without traffic, but renting a car can be troublesome for visitors, especially since both Boston and New York City have robust and easy-to-use options for public transportation.

How to Get from New York to Boston

• Train: 3 hours, 40 minutes, from $98 (Acela) or 4 hours, 20 minutes, from $56 (Amtrak)
• Flight: 1 hour, from $98 (fastest)
• Bus: 4 hours, 30 minutes, from $12 (budget-friendly)
• Car: 3 hours, 50 minutes, 220 miles (354 kilometers)

Traveling by train to and from Boston and New York City is a quick, low-stress option. Trains go from Penn Station in Manhattan to Boston's South Station. The route is serviced by Amtrak, which offers the Acela service, a higher-speed train with costlier tickets, and regional Amtrak service on a train that makes more frequent stops. The latter can take up to five hours and include 15-20 stops, but tickets are less expensive—sometimes starting as low as $56 oneway. Meanwhile, the Acela can cost upwards of $98 oneway. These trains also offer Wi-Fi service.

You can purchase tickets in advance by  Amtrak  or in person at Penn Station . The biggest advantage of traveling this way is that Amtrak is quick and direct.

Bus service to and from New York City and Boston is an easy, affordable option. Trips can take four hours and up, depending on the traffic. The Greyhound buses depart from Port Authority Bus Terminal , while other bus services, like the  Bolt Bus  and Mega Bus , depart curbside, primarily from the west side of Manhattan. There are also different bus services, like Peter Pan , Lucky Star , and Flix Bus , that run this route. Each bus company offers many departures daily, sometimes hourly. A ticket per person can cost from $5 to $40 each way, making bus travel from New York to Boston one of the cheapest ways to travel.

The most significant advantage of bus travel is that it is cheap and has frequent departures. Most of the buses offer Wi-Fi service. The most significant disadvantage is that traffic can sometimes be unpredictable and it is not as comfortable as the train.

You can drive to and from Boston and New York City—the most direct route takes you through Connecticut on I-84 E to I-90 E in Massachusetts and is about 215 miles. The drive passes through New Haven or Hartford, Connecticut, both of which can be troublesome with traffic during rush hour or weekends. For most visitors to the region, it does not make a lot of sense to rent a car since you might not need a car in either city, and parking can be difficult and expensive. Plan on about five hours of travel time, though stops and traffic will add to the overall trip. Visitors to New York City can rent cars in Manhattan, although rates at the airports tend to be cheaper, if less convenient.

The biggest advantage to travel via car is that it can be a good value if you are traveling with a group or children, and there is no schedule to adhere to. Disadvantages include a pricey car rental, traffic and parking in either city can be a hassle. A day trip to Boston from New York City can be ambitious since car travel can take up to five hours, but it is doable. To make travel worthwhile and to enable you to get a seafood-packed bite or a hint of the rich history in Boston, an overnight trip might be a better idea.

Flying to and from Boston is the fastest way to travel. The flight takes about an hour, but that does not include time spent getting to and from the airport, checking bags, or clearing security. That said, some shuttle flights to and from New York City and Boston can be cheaper than the train and run frequently. Most major carriers, including JetBlue, Delta, United, and American Airlines, service the route, with one-way fares usually around $98—but sometimes even lower. Boston Logan International Airport  is the closest and most convenient airport to downtown Boston and the T train runs from the airport to downtown.

Travel by plane can be an advantage because it is fast, and can be less expensive than the train. Often the biggest disadvantages are dealing with airport hassles and factoring in the time, energy, and cost of getting to and from the airport.

What to See in Boston

More than 28 million people head to Boston each year, eager to explore this historical city. Boston played an essential role in the American Revolution, which can be explored by walking the 2.5-mile Freedom Trail, of which a self-guided tour can cover many of the famous landmarks. Other popular Boston attractions include Quincy Market, the Boston Museum of Science, and Fenway Park. Predictably, the city is well-known for excellent seafood, such as lobster rolls and clam chowder, and also has excellent Italian food .

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7 best hikes in glacier national park this fall, the california state park that's a dead ringer for yosemite.

It can be exciting and memorable to travel from New York City to Boston, whether you're doing so for a weekend break or for business. It's crucial to keep in mind a few critical aspects while you get ready for your trip because they'll make it more relaxing and stress-free. There are several considerations to make while flying from New York City to Boston, from making reservations in advance to packing lightly. This article will go over 10 things you should be aware of so you can plan your trip and get the most out of your stay in Boston. These pointers and tactics can aid you in navigating the trip and taking full advantage of everything Boston has to offer, whether you're a novice traveler or a seasoned pro.

10 Choose Your Mode Of Transportation

There are several ways to get from New York City to Boston, which are separated by a distance of about 215 miles. A rental car, airline, bus, or train are all options. While choosing your form of transportation, take into account your budget, trip time, and other aspects.

• Flight: A flight between the two cities takes around an hour, making it the quickest mode of transportation. Many airlines offer flights from airports in New York City to Boston Logan International Airport.
• Bus: Several bus companies, including BoltBus, Peter Pan, and Greyhound, run between New York City and Boston. A bus ride can last between four to five hours.
• Train: It takes roughly 3.5 to 4 hours to travel by Amtrak's many trains daily between Boston's South Station and New York City's Penn Station.
• Rent a car: Depending on traffic, the drive from New York City to Boston should take between 3.5 and 4 hours.

9 Book In Advance

Making reservations in advance is crucial to keep in mind when traveling from New York City to Boston. This is so that you can prevent price increases at the last minute, especially during periods of high travel demand or significant holidays.

While making an advance reservation, take into account the following:

• Decide when you'll be traveling: Choose your travel dates and purchase your tickets as soon as you can. For planes and railways, it is advised to make reservations at least two to three weeks in advance and even earlier during busy travel times
• Check for discounts: A lot of bus, train, and airline companies provide savings for advance reservations. Before making a reservation, make sure to look for discounts, and coupon codes, as doing so might help you save money
• Be flexible with your travel dates: To get the best deals, try to be as flexible as you can with your travel dates. Traveling off-peak or during the weekdays rather than the weekends may be necessary
• Before making a reservation, make sure to review the airline, bus, or rail company's return policy. If you need to change or cancel your plans, knowing how much money you may expect to get back will help
• Be aware of booking fees: Certain bus, train, and airline companies levies them. When purchasing your tickets, be careful to check for any additional costs and account for them in your spending plan
• You may also guarantee better availability by making reservations in advance, particularly for flights and railways. This is crucial because tickets can sell out rapidly during busy travel times or on holidays

In conclusion, making reservations in advance can help you save money and guarantee the success of your travel plans. To receive the greatest deal and have a stress-free trip from New York City to Boston, take into account the aforementioned variables while making your reservation.

8 Consider Your Budget

It's crucial to plan your expenditures accordingly when flying from New York City to Boston to prevent overspending or running out of cash. Think about the following advice to help you stick to your budget:

• Establish your overall budget: When you start making travel arrangements, figure out how much money you can actually afford to spend. You'll be better able to decide where to stay, what to do, and how to get around as a result of this
• Check your options for getting from New York City to Boston, including planes, trains, buses, and other forms of transportation. To determine which option is the least expensive and most practical, compare the expenses and travel times for each
• Choose affordable lodging: Search for inexpensive lodging options like hostels , Airbnb rentals, or low-cost hotels. When making a reservation, check reviews and ratings to make sure the accommodation is both secure and welcoming
• Prepare your meals: Planning your meals in advance will help you save money because eating out can get expensive quickly. Choose cheap eateries or food trucks, or think about bringing your own lunch or snacks
• Look for free or inexpensive activities: There are many free or inexpensive things to do in Boston, including going to the Boston Common, walking the Freedom Trail, and checking out the Boston Public Library. To properly organize your itinerary and budget, do your research on these activities in advance
• Establish a daily spending cap: Decide how much money you will spend each day, and then stick to it. You'll be able to keep on track and limit your expenditure using this
• Use a travel credit card if you can: These cards often come with benefits like cashback or rewards points that can help you save money on your trip . Make careful to investigate your possibilities and pick a credit card that supports your trip objectives

You may have a terrific trip from New York City to Boston without breaking the bank if you plan ahead and make financial savings.

RELATED: 10 Attractions In Boston That Are Actually Worth The Hype

7 Factor In Travel Time

The amount of time it will take to get from New York City to Boston is a crucial consideration because it can affect how enjoyable the trip will be. The following factors should be taken into account when calculating travel time:

• Transportation method: Travel times vary depending on the mode of travel, including aircraft, trains, buses, and automobiles. While trains and buses may be slower but provide more comfortable and picturesque experiences, flights and driving may be faster
• Route and distance: It takes around 215 miles to travel from New York City to Boston. Travel time might also be impacted by the route you take
• Peak travel periods: Due to increased traffic or crowds, peak travel periods, such as holidays and weekends, might result in lengthier travel times. If you can, try to travel when it's not as busy to prevent delays
• Time for check-in and security: If you're flying, make sure to account for check-in, security, and boarding times. These activities can extend your travel by an hour or more
• Layovers or connections: If you're traveling by air, be careful to account for layovers or connections, which can prolong your trip. If you're pressed for time, think about nonstop flights
• Time of day: Consider the time of day you'll be traveling because it can impact traffic and crowd density. If you can, try to avoid peak rush hour
• Make preparations in advance: Make sure to account for travel time when creating your plan. You can take use of this to maximize your stay in Boston

You may more effectively arrange your itinerary and have a more relaxing and pleasurable vacation from New York City to Boston by taking into account the travel time. To guarantee that your vacation is joyful and stress-free, take into account the aforementioned aspects when making travel plans.

6 Check For Discounts

While organizing a trip from New York City to Boston, looking for discounts is crucial because it can help you save money on travel, lodging, and activities. Here are some suggestions for finding deals and saving money for your trip:

• Use coupon sites: Discounts on travel, lodging, and activities can be found on websites like Expedia , Groupon , and LivingSocial . Tickets for flights, trains, buses, hotels, and sightseeing excursions are frequently discounted
• Look into group discounts: If you're going in a group, look into group rates for both lodging and transportation. For group reservations, many hotels and transportation companies provide discounts
• Utilize loyalty programs: If you are a member of an airline, hotel, or car rental company's loyalty program, you can use your points or prizes to gain special offers or freebies
• Seek for seasonal discounts: Look for seasonal savings on travel and lodging, such as winter hotel reductions or spring train ticket discounts.
• For discounts on transportation and activities, see if you qualify for student or senior discounts. For students and elders, many transit companies and attractions provide discounts
• Look for military or veteran discounts: If you are a member of the armed forces or a veteran, look for special deals on travel and activities. Military soldiers and their families can often get discounts from transportation companies and tourist spots
• Look into credit card rewards: Some credit cards give points or cash back for booking travel-related items like hotels or flights. To determine if you can receive discounts or rebates on your vacation, check the rewards program on your credit card
• Purchase Google One to help net you hefty discounts for hotels and travel

By looking for deals, you may cut the cost of your flight from New York to Boston and take advantage of more of the city's attractions. To obtain the finest savings for your travel requirements, make sure to plan ahead and examine the aforementioned suggestions.

5 Choose Your Departure And Arrival Locations

When organizing a trip from New York City to Boston, picking your departure and arrival points is crucial because it might affect your travel duration, convenience, and cost. To assist you in selecting your departure and arrival points, consider the following advice:

• Take bus terminals, train stations, or airports as examples: Think about which airports, train stations, or bus terminals are most handy for you if you're traveling by airline, train, or bus. You can select between John F. Kennedy International Airport (JFK), LaGuardia Airport (LGA), and Newark Liberty International Airport, for instance, in New York City (EWR). The main airport in Boston is Logan International Airport (BOS). Think over which airport or station offers the finest transportation alternatives while being the nearest to your starting and final destinations
• Think about your alternatives for getting there: Think about the choices for getting there from your starting and ending points. For instance, you might have access to taxis, ride-sharing services, or public transit like the metro or bus if you fly into JFK. You might need to plan transportation to your final destination, such as a cab, ride-sharing service, or public transportation, if you're arriving in Boston by train
• Look for direct bus, train, or aircraft routes: Think about whether you want to travel directly to Boston by plane, train, or bus or if you don't mind making stops along the way. While flights with layovers or connections may be less expensive but may take longer, direct flights can sometimes be more convenient but also more expensive
• Think about your schedule: While selecting your departure and arrival points, take your schedule into account. If you need to get there quickly, you might want to pick an airport or train station that is close to where you're going and has the quickest transportation alternatives
• Price comparison: To get the best deal, compare the costs at several points of departure and arrival. While certain airports or train stations might have more affordable options, others might have more expensive ones

You can choose the finest departure and arrival points for your trip from New York City to Boston by taking into account the aforementioned advice. Make sure to investigate your alternatives and plan ahead to locate the most practical, affordable, and pleasurable travel option.

RELATED: JFK Vs. LaGuardia: Which Airport Is Better To Fly In & Out Of?

4 Pack Light

While arranging a vacation from New York City to Boston, packing lightly is crucial since it can improve your comfort, convenience, and ease of travel. The following advice can help you travel light:

• Prepare your clothing: To avoid overpacking, plan your outfits in advance. Pack only what you need after taking the upcoming weather and your planned activities into account. Try to bring adaptable clothing that may be combined, such as dresses, skirts, and slacks in basic tones
• Employ packing cubes to organize your belongings and speed up the packing process. To simplify finding what you need and prevent overpacking, you can put related items in different packing cubes, such as clothing, toiletries, and gadgets
• Travel-sized toiletries should be packed in order to save space and stay away from bringing extra goods. Travel-sized products like toothpaste, shampoo, and lotion are widely available at pharmacies and grocery stores. As an alternative, you may pack reusable travel-sized containers filled with your preferred goods
• Wear your heaviest stuff: To reduce room in your luggage, wear bulky items like a winter coat or boots while traveling by train or airplane. This will help keep you warm and cozy while traveling
• If you're going for a longer amount of time, think about doing laundry at your destination rather than packing enough clothing for the entire trip. Numerous hotels and hostels provide laundry services or have on-site coin-operated laundries
• Pack only what you need: Refrain from bringing extra electronics, books, or periodicals that you don't need. These things might bulk up your luggage and add needless weight

You can avoid overpacking, conserve room, and improve the comfort and ease of your trip by traveling light. To ensure that you just bring what you need and leave unneeded goods at home, be sure to prepare ahead and research your location.

RELATED: Cruise With Ease: 10 Expert Tips For A Comfortable And Memorable Cruise Experience While Aboard

3 Bring Snacks

While planning a vacation from New York City to Boston, packing snacks is crucial because it can help you save money and guarantee that you have access to wholesome fare. The following advice can help you pack snacks:

• Select non-perishable foods that won't spoil during your trip while packing your non-perishable snacks. Granola bars, trail mix, dried fruit, crackers, and nuts are a few healthy alternatives.
• Carry a reusable water bottle with you: Stay hydrated when traveling by bringing a reusable water bottle. You may refill your bottle at numerous water fountains located in airports and train stations.
• Think about your dietary requirements: If you have any limits, pack snacks that will satisfy those requirements. Pack snacks that are appropriate for your diet, such as those that are vegan or gluten-free.
• Avert bringing messy or pungent snacks: Avert bringing messy or pungent snacks, such as greasy chips or foods with an onion flavor. They can mess up your bag and be uncomfortable for other passengers.
• Read the airline or train company's policy before you fly or take a train to learn about their rules regarding bringing snacks on board. There can be limitations on the kinds of food or drinks you can bring on some planes or trains.
• Bring enough food for your trip: If you're taking a long flight or train travel, make sure you pack extra snacks. You don't want to go hungry on the road because you ran out of snacks.

By bringing snacks, you may save money, stay away from bad airport or train station cuisine, and make sure you have scrumptious and wholesome snacks available when traveling. Make sure to prepare ahead of time and pick snacks that are non-perishable, portable, and suit your dietary requirements.

2 Check The Weather

While making travel plans from New York City to Boston, checking the weather is crucial since it can help you get ready for the weather where you're going and make sure you bring the right clothes and equipment. The following advice can assist you in checking the weather in order to stay safe while traveling, even during bad weather :

• Check the forecast in advance: A few days prior to your trip, as well as the day of departure, check the weather prediction for your destination. You can use this to get ready for any changes in the weather.
• Watch for extreme weather: Keep an eye out for hurricanes, snowstorms, or heat waves, among other extreme weather events. Extreme weather conditions may need you to change your trip schedule.
• Check the temperature range: Determine what the climate will be like where you're going and prepare accordingly. Bring warm gear, such as a coat, hat, gloves, and a scarf, if it's likely to be cold. Bring lightweight, breathable clothing if it's going to be warm.
• The activities you have planned should be taken into consideration. Pack the right equipment. For instance, if you intend to go skiing or trekking, make sure to carry the proper gear and footwear.
• Prepare your clothing for unforeseen weather situations, such as rapid temperature dips or rain. A modest umbrella, raincoat, or lightweight jacket should be included in case the weather changes suddenly.
• Check for weather-related delays: Check for weather-related delays, such as flight cancellations or train delays, and be prepared for potential changes in your travel plans.

By checking the weather, you can prepare for the weather conditions at your destination, pack appropriate clothing and gear, and avoid any unexpected weather-related issues during your trip. Be sure to plan ahead, check the weather forecast, and pack appropriately for the weather conditions you can expect at your destination.

RELATED: The Most Extreme Weather On Earth Happens In These Locations

1 Enjoy The Scenery

Driving or riding the train can make the trip from New York City to Boston extremely scenic. Enjoy the surroundings while you travel and think about making stops at noteworthy locations or sights. Several places to halt are suggested:

• Newport, Rhode Island, is a well-liked tourist attraction that is situated roughly midway between New York City and Boston. Newport is well-known for its mansions and seaside landscape.
• The Mystic Seaport Museum, a living history museum that depicts life in a 19th-century nautical community, is located in the picturesque town of Mystic, Connecticut.
• Cape Cod, Massachusetts: If you have the time, think about making a side trip to this charming peninsula, which is well-known for its seafood and beaches.

You now understand that there are numerous factors to take into account when flying from New York City to Boston. These suggestions and methods will help make your trip more relaxing and stress-free, from making reservations in advance and taking your budget into account to packing lightly and bringing food. You may cut time and money off your vacation by accounting for travel time, looking for deals, and picking the ideal departure and arrival points. Also, you may make sure you're ready for any conditions you may experience by checking the weather and making plans appropriately.

You'll be well-prepared for your trip from New York City to Boston if you keep these 10 things in mind. These pointers and tactics will help you make the most of your stay in Boston and take advantage of everything this vibrant and historic city has to offer, whether you're planning a weekend break, a business trip, or a longer vacation. So go ahead and make your travel plans with assurance, knowing that you're ready for the trip. We hope your journey from New York City to Boston is safe and enjoyable!

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Boston to New York City Itinerary

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Since we don’t have a lot of time off from work, we have to plan our vacation wisely. This Boston to New York City itinerary hits some highlights in Massachusetts, Connecticut, Rhode Island, and New York.

We spent a few days in Boston before heading south to New York City. It was a really fast paced week and there is a lot more you can do in these areas. Stay tuned for added information to this itinerary.

First stop: Boston

Boston has SO much to enjoy. My favorite thing about the Boston area is the history. Walking along the Freedom Trail and visiting the sites brings the history books to life. I really enjoyed learning more about our country.

Boston is one of the most walkable cities in America. However, some of the places you may want to visit are farther away than a few miles you may want to walk. We used a Hop on Hop off bus to tour the city for a few days. This makes it easier to get to Harvard and Fenway Park. Oh, and if you are in the area of Fenway Park, stop at Boston Burger Company to eat. You WON’T be disappointed.

View this post on Instagram Acorn street. Do you know why this is one of the most photographed streets in America? When you walk down this street you feel as though you are stepping back in time. Acorn Street is one of the last places to still have a cobblestone street. The Beacon Hill area is now one of Boston’s most expensive and desirable neighborhoods. It sure is beautiful, don’t ya think? A post shared by Tattling Tourist (@tattlingtourist) on Feb 4, 2018 at 3:59pm PST

Click here for things you can’t miss out on in Boston.

Here’s a video of our trip to boston..

Heading south on 3a

Stop number one was the first Dunkin Donuts located in Quincy. We had noticed there were Dunkin Donuts all over Boston. I felt like there were more of them than Starbucks. This original location opened in 1950. I’m not sure if it was because Chris was hungry, but he said it was the best donut he had ever eaten.

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Next stop: Plymouth

This is the town I read about in history class growing up where the Pilgrims landed. There’s a rock where they supposedly came upon shore. You have to remember that the landscape was probably different back then. But, the rock is there, protected.

Did you know the Pilgrims landed in Provincetown first? Then, after about 5 weeks, set sail and landed in Plymouth.

There’s also a National Monument to the Forefathers here in Plymouth. Dedicated to the Pilgrims, it is actually the world’s largest freestanding solid granite monument. It was built in the late 1800s, took 30 years to build, and is 81 feet tall.

I really wanted to visit the Mayflower II that is located nearby. Unfortunately, the Plymoth Plantation is closed during the winter. In addition, the Mayflower II is currently being restored and will not be available until 2019.

Searching for the Sandwich Police

The sole purpose of stopping in the town of Sandwich was to find the Sandwich police! Of course, it didn’t take long to find the police station to snap a quick picture. Now, I wish I had eaten a sandwich while in Sandwich!

Cape Code here we come!

Cape Cod is beautiful no matter what time of year you visit. But, beware if you visit during the winter time. Many restaurants and businesses are closed during the cold winter months.

We used our time wisely by avoiding the traffic and crowds. We had the whole beach to ourselves and we didn’t have to deal with any traffic on the 2 lane road.

I highly recommend visiting the Cape Cod National Seashore.

Not far from it is the lighthouse found on the Cape Cod chip bags.

In Provincetown, you will find the Pilgrim Monument that commemorates the Pilgrims’ first landfall in 1620 and the signing of the Mayflower Compact in Provincetown Harbor.

Rolling to Rhode Island

Next stop was Rhode Island. It was on my bucket list to stay in the Chanler on Cliff Walk. This accommodation is one of the original homes in the Cliff Walk area of Newport and was rumored to be one of the most romantic places to stay in America. I was really amazed by the beauty of the Chanler and Newport, as well.

Many of the old homes are available for tours.  Some of these homes were abandoned because they were so big they were hard to maintain as just summer vacation homes. Plus, many of the owners didn’t want to vacation back to the same place every year. These homes became known as “white elephants.” We went on a Christmas tour of the Breakers house. It is named that because of the sound of the waves as they crash on the side of the cliffs.

Pizza in Connecticut

I am a BIG fan of Julia Roberts and have collected almost all of her movies. One of her earlier movies is called “Mystic Pizza.” In fact, the movie was shot in the town of Mystic, Connecticut. You can visit the pizza restaurant made famous by the movie.

The restaurant is decorated with pictures of Julia Roberts on the wall. The pizza is so yummy. I definitely recommend this quick stop for lunch on the way through Connecticut.

New York City!!!!!

There’s SO much to do in New York City. I guess that’s why it’s known as the city that never sleeps. 🙂 More to come on things to do in NYC on an upcoming post. So stayed tuned!

In the meantime, if you are planning a trip to New York City, make sure to add Black Tap to your list of places to eat. Go after 10 PM to avoid the long hour + wait. When we went to the SOHO location at that time, we were seated right away. Or, go a few minutes before the doors open to avoid the line (learned the hard way on our second trip there after waiting over an hour!).

Watch us in the crown of the Statue of Liberty

This is a busy itinerary! What do you think our our Boston to New York City itinerary? Comment below.

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The 10 Best Places to Eat Along I-95, Between Boston and NYC

From baked goods to hearty sandwiches to caffeine fixes, these are your best options

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A mere four-hour drive separates Boston from New York City, and in the span of roughly 230 miles between the two cities, drivers on I-95 will find ocean views and plenty of stops along the way to curb road trip hunger pangs. Cutting through the center of Rhode Island and skirting the coast of Connecticut, I-95 takes road trippers through several major cities and smaller towns, each with its own local flavor.

From an oasis of baked goods in Providence, RI to a small sandwich shop in Stamford, CT, there are opportunities to fill up on coffee, order breakfast sandwiches via a drive-thru, or take a break to stretch and enjoy waterfront views. Here now are the 10 places along the route that will help the trip fly by. The stops are arranged for a road trip from Boston to New York, but the same trip can be made in reverse. Southbound and northbound exits are noted when applicable, and do note each stop’s hours of operation.

Emma's Breakfast

Right off of exit 9 on I-93 (exit 8 northbound), Emma’s is either a good last stop before getting into Boston or a good first stop to beat traffic and kick off a road trip. There are fluffy pancakes (plain or fruit-filled) and standard breakfast fare, plus a dish called “super deluxe homefries,” which is a crispy combination of of broccoli, potatoes, and cheese. Definitely a no-frills spot, Emma’s is family-friendly and affordable (get one egg, home fries, and toast for $2.75; a stuffed omelet starts at $7.95). Note that the restaurant is cash only, and there is free parking out front. Emma’s is open for breakfast Wednesday through Saturday starting at 6:30 a.m. and on Sunday starting at 7 a.m. The restaurant closes at 2 p.m. during the week, at 1:30 p.m. on Saturday and by 1 p.m. on Sunday. Emma’s is closed on Mondays and Tuesdays.

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Exchange Street Cafe

This no-frills sandwich shop (off of exit 29) has a wide selection of options for all three meals, from eggs and bagels to grinders, subs, and wraps served hot or cold, and ranging in price from $5.50 to $8.50. For sides, there are fries, onion rings, mozzarella sticks, and wings, and an “express lunch” option that comes with salad and breadsticks. Open from 7 a.m. until 9 p.m. Monday through Friday and 8 a.m. until 5 p.m. Saturday; Exchange Street is closed on Sundays.

Seven Stars Bakery

Seven Stars opened in 2001; in 2015, the bakery began milling its own grains, producing heartier, crustier loaves. As a road trip stop off exit 25, there are plenty of pastries (priced between $2 and $6) to grab and go, including seasonal vegetable danishes, fruit danishes, quiches, cookies, muffins, scones, and brownies. Seven Stars’ kouign amann, a French croissant-like pastry, is flaky and not too sweet. The asparagus quiche, which is fluffy with a crisp crust, would make a good brunch option. Grab a loaf of bread — from Italian-style ciabatta and multigrain to sweet challah — for the road or to take back home. Seven Stars opens at 6:30 a.m. each weekday and 7 a.m. on weekends and serves until until 7 p.m. each night.

Cafe Tempo Coffee House

Thanks to a drive-thru, Cafe Tempo is a quick and easy stop right off the highway (take exit 10A off I-95 south or exit 10 going north). Find a wide variety of coffee flavors, both iced and hot, and a large selection of bagels on the menu. The Greek bagel sandwich is a spinach bagel filled with eggs, feta, and tomato. It’s easy to bite through, making it good car food. There are also pastries, giant biscotti, and fruit parfaits. Cafe Tempo has plenty of parking, free wifi, a bathroom, and an outdoor seating area. The cafe is open from 6 a.m. until 8 p.m. Monday through Thursday; 6 a.m. until 7 p.m. Friday and Saturday; and 7 a.m. until 6 p.m. on Sunday.

Muddy Waters Cafe

This is a good caffeine stop in New London — exit 84S for southbound access or exit 83 going northbound — and there are gas stations nearby if needed. The baristas recommend the chocolate coconut iced coffee, which makes for a surprisingly good pick-me-up. Even if it’s meant to be a quick stop, Muddy Waters Cafe demands a bit more attention because of its decor and views. There’s a deck out back overlooking the water, and the interior is filled with movie posters, music paraphernalia, an old juke box, and board games. There’s free wifi and comfortable seating. On the food side, there are pastries, bagels, muffins, and cakes — and a $10 minimum credit card charge. Street parking is easy to find out front. Muddy Waters opens at 7 a.m. every week day and closes after lunch, usually around 3 p.m. but earlier on the weekends.

Frank Pepe Pizzeria Napoletana

New Haven is a hub for powerhouse pizza places churning out pie after pie, and Frank Pepe is among Eater’s five “must-visit” spots . Frank Pepe’s has locations all over New England, but the Wooster Street restaurant is the original, and it serves small, medium, and large pies that are made to order. There are also salads and soft beverages, and the restaurant is open every day at 10:30 a.m., closing at 10 p.m. Sunday through Thursday and 11 p.m. Friday and Saturday.

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bartaco Westport

A bit north of the highway off exit 17, Bartaco is situated on the Saugatuck River. True to its name, the restaurant serves a variety of tacos, including fish, meat, and vegetarian options; sides and small plates like rice bowls, gazpacho, ceviche, and tuna poke are also on offer. There is outdoor seating and an option to place an order online for takeout. Bartaco is open daily from 11 a.m. until 1 a.m. and until 2 a.m. on Saturday and Sunday.

Magee's Curbside

A cross between a barbecue stand and a deli (off exit 8 going south or exit 7 going north) Magee’s sells a variety of items including sandwiches, burgers, and even fish tacos. Sandwich fillings include pulled pork, blackened or fried chicken, and pork belly; homemade potato chips, coleslaw, mac and cheese, and potato salad are among the sides, and there are churros and s’mores for dessert. Call ahead to order 15 minutes out and the food will be ready for a quick pick up. Find parking spots out front. Magee’s is open from 7 a.m until 4 p.m. Monday through Saturday, but closes at 2 p.m. on Sundays.

Walter's Hot Dog Stand

Walter’s is a national registered historic landmark (off exit 18A) that first opened in 1919. The hot dogs are made with beef, pork, and veal, and are served cut in half on a toasted bun. Walter’s makes its own mustard, but the usual hot dog condiments are available as well. Also on the menu: New England clam chowder, french fries, curly fries, and waffle fries, plus soft drinks, milkshakes, ice cream soda, floats, and Italian ice. To the left of the building, there’s a wooded area with picnic tables and umbrellas. Street parking is available, and customers can place orders by calling ahead. Walter’s seems like a summer stop, but it’s open year-round from 11 a.m. until 7:30 p.m.

Close to NY, and off exit 16 in both directions, this isn’t a must-taste option, but because it’s open 24 hours a day, has parking, and accepts credit cards, it might come in handy in a pinch, and could be a good stop if you’re trying to avoid traffic. Find reubens and gyros on the menu alongside fresh veggie wraps, which are easy to eat while driving.

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Cities between New York, New York and Boston, Massachusetts

New york to boston midpoint and places to stop along the way.

If you're looking for a meeting place or a good stop around ½ or halfway between New York and Boston, you can try Hartford, CT , which is about 2 hours northeast of New York, or about 2 hours southwest of Boston.

About ¼ or a fourth of the way, you can stop at Bridgeport, CT . This is almost an hour northeast of New York.

About ⅓ or a third of the way, you can stop at New Haven, CT . This is a little over 1 hour northeast of New York.

About ⅔ or two thirds of the way, you can stop at Southbridge, MA . This is about 2½ hours northeast of New York, or a little over 1 hour west of Boston.

About ¾ or three fourths of the way, you can stop at Worcester, MA . This is almost 3 hours northeast of New York, or almost an hour west of Boston.

Nonstop driving from New York to Boston

If you drive straight through without stopping at all, the total distance is 217 miles . The distances shown above don't include local roads to get into each town, so if you're planning a long road trip, make sure you factor in traffic and road conditions, rest stop breaks, and interesting detours along the way. If you're in a rush, you can do the trip with zero stops, and your total travel time would be around 3 hours, 42 minutes .

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Breaking News

Flau’jae johnson: angel reese and i ‘aren’t as close as we used to be’.

Things aren’t the same between Flau’Jae Johnson and Angel Reese after winning an NCAA title as teammates, when LSU beat Caitlin Clark and the Iowa Hawkeyes in 2023.

During an exclusive interview with The Post, Johnson agreed with remarks Reese made last week when the Chicago Sky forward said they aren’t best friends anymore.

“Yeah, me and Angel, we aren’t as close as we used to be,” Johnson said when asked about their relationship Tuesday. “But I still support her 1000 percent. I was proud of her, just being in the W[NBA] and breaking records.

"Me and Angel, we aren’t as close as we used to be" @Flaujae told @jennalemoncelli about her current relationship with Angel Reese pic.twitter.com/NCbhftL35R — New York Post Sports (@nypostsports) September 10, 2024

“A lot of people said that she wouldn’t go to the W[NBA] and do all those things and they kinda hated on her. But I kinda knew that because I’d see it everyday in practice and I see the mentality that she has. So, it’s been dope [to watch her].”

Reese, who was selected by the Sky with the No. 7 overall pick in the 2024 WNBA draft, went on to average a double-double in her rookie campaign before suffering a season-ending wrist injury in a win over the Sparks on Sept. 6.

The All-Star forward said she was having surgery on her wrist Tuesday.

Johnson stopped by The Post Studios in New York, along with star LSU gymnast Livvy Dunne, to promote “The Money Game,” a six-part docu-series streaming now on Prime Video — which gives an all-access look inside LSU’s Name, Image and Likeness (NIL) program for athletes, including Reese.

Former Heisman-winning quarterback Jayden Daniels, who was selected by the Commanders with the No. 2 overall pick in the 2024 NFL draft, is also featured in the docu-series, along with LSU guard Trace Young and LSU hurdler Alia Armstrong, who are both fifth-year seniors.

Many were surprised to hear that Reese and Johnson’s relationship dwindled, as they were close during their time as teammates at LSU — while becoming two of the biggest athletes of the NIL era.

“I still support Flau’jae. We aren’t as close as we used to be,”  Reese said on her “Unapologetically Angel” podcast last week.

“And there’s no hard feelings or anything, but we aren’t as close as we used to be. That’s why people always expect us to still posting each other but we aren’t as close. It happens. You don’t have the best relationships with everybody and don’t always continue relationships with people. So, I wish her the best always. I’m always going to support her.”

The former teammates became household names at LSU after the NCAA ruled that student-athletes can profit monetarily from their NIL in 2021.

Reese, who signed an endorsement deal with Reebok last fall, added that she’s going to back to LSU “soon” to support the team.

Johnson — a rapper, who signed with JAY-Z’s Roc Nation in January — vehemently defended a tearful Reese when she faced backlash after the Tigers’ 94-87 loss to Iowa in the Elite Eight, which ended their hopes of a March Madness repeat in April.

Johnson explained at the time that Reese played a pivotal role in her leap from her freshman year to her sophomore campaign.

Johnson averaged 11.0 points as a freshman and played a major role in securing LSU’s first women’s basketball championship in program history, before improving to 14.9 points per game last season .

The Savannah, Ga., native is poised to fill a bigger role with LSU in her junior year with Reese gone and has said she’s ready for the bigger spotlight.

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