road trip from texas to massachusetts

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Hi everyone!

I am going on a 2 week roadtrip with my boyfriend this July. We are starting in Massachusetts and headed towards Texas. We are interested in beautiful outdoor places, good food, funky towns, and possible places to camp along the way or rent a cabin. I have a feeling we will make a stop in New Orleans though and enjoy the town for a bit. Any suggestions of places to see / camp/ enjoy ???

For nature and camping look at the Great Smoky Mountains national park.

For good food look at Asheville, NC-Nashville, TN-Memphis, TN- New Orleans, LA.

For music then Nashville, Memphis and New Orleans.

Where are you headed in Texas?

In Texas San Antonio is great for history and Austin is great for both music and good food.

Is this round trip or one way?

For a less crowded experience, consider the Canaan Valley and New River Gorge (WV), the Red River Gorge (KY) and/or the Ozarks (MO, AR). Fayetteville WV, Berea, KY and Hot Springs AR would be some towns to consider.

This topic has been closed to new posts due to inactivity.

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The cost of driving from Houston, Texas to Boston, Massachusetts is:

$251.20 one-way / $502.41 round trip.

• Houston to Boston drive
• road conditions from Houston to Boston
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Route to drive from Houston, TX to Boston, MA

View a map with driving directions using your preferred map provider: Google Maps , Bing Maps , or MapQuest . You can use CostDrive.com to get the cost to drive from Houston to Boston .

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Road trip planner

The total cost of driving from Houston, TX to Boston, MA (one-way) is $251.20 at current gas prices.

The round trip cost would be $502.41 to go from Houston, TX to Boston, MA and back to Houston, TX again.

Regular fuel costs are around $3.40 per gallon for your trip. This calculation assumes that your vehicle gets an average gas mileage of 25 mpg for a mix of city and highway driving.

All currency units are U.S. Dollars. If you prefer international units, the equivalent petrol pump price is 89.9 cents/litre . This assumes a typical fuel economy of 9.4 L/100 km .

You'll go through 73.8 gallons of gas during this trip. This is equal to 279.5 litres .

If you fill your tank with unleaded gasoline, the carbon emissions will be around 1,445 lbs CO2 . This is equivalent to 655 kg CO2e or 0.66 tonnes of carbon dioxide equivalents. These numbers may change depending on the exact make and model of your car. If your vehicle uses diesel instead, the CO2 emissions will be around 1,692 lbs CO2 , which is equivalent to 767 kg CO2e or 0.77 tonnes of carbon dioxide equivalents.

These results are based on the actual driving distance from Houston, TX to Boston, MA, which is 1,846 miles or 2 971 kilometers .

Your trip begins in Houston, Texas. The price of regular gas is currently averaging $3.22 in Texas .

Your trip ends in Boston, Massachusetts. The price of regular gas is around $3.58 in Massachusetts .

Currently, we only have exact data for locations in the United States. To improve the accuracy of your fuel cost estimate, you can enter the actual price you pay for gas or petrol at the local pump in the table above.

The following chart displays the difference in total cost of driving given varying fuel grades. If your car requires higher octane gas, you can find out how much more it will cost you to drive between Houston, TX and Boston, MA.

Houston, Texas

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Boston, Massachusetts

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15 Most Exciting Road Trips From Texas

Road trip cities from texas.

Take a state as big as Texas — 268,597 square miles — and couple it with a pandemic, and you have another meaning to "Lone Star State."

If you are antsy and in need of travel, we've found cities you can visit that are just a road trip away. Some may only take a few hours, but all can be done in a day to get you to a new place to see, explore and shake up repetitive days.

Ready to go? We have the mileage, hotels and attractions already planned out for you on these 15 most exciting road trips from major cities in Texas.

New Orleans

Let the good times roll in New Orleans, home to the nation's biggest Mardi Gras celebration and Jazz Fest.

Where to Go: Blaine Kern's Mardi Gras World museum, the French Quarter and the Garden District

Where to Stay: Maison de la Luz , the top-ranked hotel in the city

Where to Eat: Cafe du Monde for its famous beignets

Getting There

From Houston: 348 miles, 5 hours and 15 minutes

From Dallas: 506 miles, 7.5 hours

From San Antonio: 543 miles, 8 hours

From Austin: 564 miles, 9 hours and 15 minutes

Colorado Springs, Colorado

Go farther afield to the crossroads between the American Plains and the West, where ample skiing and crisp air await.

Where to Go: The Garden of the Gods, Pikes Peak and one of many zipline tours

Where to Stay: The Broadmoor , a destination resort dating back more than 100 years

Where to Eat: Salsa on the Rock, the top-rated restaurant in the city

From Houston: 958 miles, 14.5 hours

From Dallas: 724 miles, 10.5 hours

From San Antonio: 862 miles,13 hours

From Austin: 849 miles, 13 hours

Oklahoma City

You won't be able to squeeze in all of the sights in OK City in one weekend — there are more than 50 attractions here.

Where to Go: Oklahoma City National Memorial & Museum, National Cowboy & Western Heritage Museum, Bricktown, and the Oklahoma City Zoo and Botanical Gardens

Where to Stay: Inside a 1920s renovated building at the Ambassador Hotel Oklahoma City, Autograph Collection  

Where to Eat: Metro Wine Bar & Bistro, the city's favorite

From Houston: 445 miles, 6.5 hours

From Dallas: 206 miles, 3 hours

From San Antonio:  466 miles, 7 hours

From Austin: 388 miles, 5 hours and 45 minutes

Shreveport, Louisiana

Check out the border city offering riverboats, gaming and waterfront entertainment.

Where to Go: R.W. Norton Art Galley, Shreveport Water Works Museum and Shreveport Aquarium

Where to Stay: Try the Remington Suite Hotel and Spa , and get pampered during your visit.

Where to Eat: Leave behind Tex-Mex for Athena Greek & Lebanese Grill.

From Houston:  238 miles, 4 hours

From Dallas: 188 miles, 2 hours and 45 minutes

From San Antonio:  414 miles, 6.5 hours

From Austin: 336 miles, 5.5 hours

Kansas City, Missouri

Visit the City of Fountains, and enjoy its wide array of music clubs — this is where swing and bebop began.

Where to Go: The National WWI Museum and Memorial, Nelson-Atkins Museum of Art, Union Station and Arabia Steamboat Museum

Where to Stay:  Crossroads Hotel , a charming boutique property beloved by travelers

Where to Eat: Devour the barbeque ribs at Jack Stack Barbeque Freight House.

From Houston:  745 miles, 11.5 hours

From Dallas: 508 miles, 8 hours

From San Antonio:  780 miles, 12 hours

From Austin: 702 miles, 11 hours

Santa Fe, New Mexico

See the oldest continuously inhabited city in the U.S. — a place that inspired artist Georgia O'Keeffe.

Where to Go: Georgia O'Keeffe Museum, the Cathedral Basilica of St. Francis of Assisi, Museum of International Folk Art and Canyon Road

Where to Stay: Sample the exceptional at the luxurious Inn of the Five Graces .

Where to Eat: Sazon, the city's best restaurant with a Latin flair

From Houston: 874 miles, 13 hours

From Dallas: 640 miles, 9.5 hours

From San Antonio: 706 miles, 10 hours and 45 minutes

From Austin: 686 miles, 10 hours and 45 minutes

Mesa Verde, Colorado

Visit the oldest archaeologically preserved city in the country at this national park and heritage site.

Where to Go: The site's Cliff Palace, Balcony House, Spruce Tree House and numerous hiking trails

Where to Stay: The Far View Lodge is the only lodging within the park's entrance.

Where to Eat: The Metate Room at the Far View Lodge, featuring park views and fine dining

From Houston: 1,102 miles, 17.5 hours

From Dallas: 912 miles, 14 hours

From San Antonio:  978 miles, 15.5 hours

From Austin: 959 miles, 15.5 hours

Hot Springs, Arkansas

Step back in time in the town that became a retreat a century ago, due to its naturally heated thermal waters.

Where to Go: Bathhouse Row, Hot Springs National Park, Fordyce Bathhouse and Lake Catherine State Park

Where to Stay: Lookout Point Lakeside Inn will give you the best views of the lake and provide plenty of peace.

Where to Eat: Grab breakfast at the Pancake Shop dinner.

From Houston:  402 miles, 6 hours and 45 minutes

From Dallas: 287 miles, 4.5 hours

From San Antonio: 548 miles, 8 hours and 45 minutes

From Austin: 470 miles, 7.5 hours

Lake Charles, Louisiana

Don't miss the Festival Capital of Louisiana, Lake Charles, which gives NOLA a run for its money.

Where to Go: Millennium Park, USS Orleck Naval Museum and Mardi Gras Museum of Imperial Calcasieu

Where to Stay: You don't need to spend a fortune to get away to the Hampton Inn Lake Charles .

Where to Eat: Save room for the steaks at Ember Grille & Wine Bar.

From Houston: 143 miles, 2 hours and 15 minutes 

From Dallas: 342 miles, 5.5 hours

From San Antonio:  339 miles, 5 hours

From Austin: 404 miles, 4 hours and 45 minutes

Memphis, Tennessee

Visit the home of blues and rock 'n' roll — the likes of Roy Orbison, Johnny Cash and Jerry Lee Lewis recorded here and Elvis and B.B. King called it home.

Where to Go: Sun Studio, Graceland, Stax Museum of American Soul Music and the National Civil Rights Museum – Lorraine Motel

Where to Stay: Stay at the iconic Peabody Hotel and watch the ducks parade in the lobby.

Where to Eat: Gus's World Famous Fried Chicken for real soul food

From Houston: 567 miles, 8 hours and 45 minutes

From Dallas: 452 miles, 6.5 hours

From San Antonio:  725 miles, 10.5 hours

From Austin: 647 miles, 9.5 hours

Dodge City, Kansas

Go back to the Wild West, where Wyatt Earp regained control of the Old West town and Westerns have been filmed.

Where to Go: Dodge City Trail of Fame, Boot Hill Museum and Dodge City Zoo

Where to Stay: Take a pick from chain hotels like the Best Western Plus Country Inn & Suites .

Where to Eat: Central Station Bar & Grill for a taste of home

From Houston: 696 miles, 10 hours and 45 minutes

From Dallas: 466 miles, 7.5 hours

From San Antonio:  658 miles, 10 hours and 15 minutes

From Austin: 628 hours, 9 hours and 45 minutes

Branson, Missouri

Head to the Ozarks, and enjoy the vacation town of Branson, a four-season resort area.

Where to Go: Sparky Free Downtown Branson Trolley, Historic Owen Theatre and Burbank Jones specialty shop

Where to Stay: There are 15 suites in the award-winning and rustic Keeter Center at College of the Ozarks Lodging .

Where to Eat: The Keeter Center is also the go-to for great food.

From Houston: 597 miles, 10 hours

From Dallas: 432 miles, 7 hours

From San Antonio:  699 miles, 11 hours

From Austin: 621 miles,  9 hours and 45 minutes

Gulfport, Mississippi

Hit the white-sand beaches of Gulfport and the Gulf Islands National Seashore on the barrier islands, and try your luck at the casinos of Mississippi.

Where to Go: Ship Island, the Institute for Marine Mammal Studies and the Mississippi Coast Model Railroad Museum

Where to Stay:  The area is home to many cozy B&Bs, including the Guest House at Gulfport Landing .

Where to Eat: Seafood is the way to go here, and you'll find it at Half Shell Oyster House.

From Houston: 528 miles, 8 hours and 45 minutes

From Dallas: 560 miles, 8 hours and 15 minutes

From San Antonio:  598 miles, 9 hours

From Austin: 566 miles, 8.5 hours

Taos, New Mexico

Heed the calling of the slopes in one of the best ski resorts in the country surrounded by an artistic community.

Where to Go: Taos Ski Valley and the Spa and Wellness Center at the Blake

Where to Stay: The alpine resort, The Blake , puts you in the heart of it all, with its location adjacent to a ski lift.

Where to Eat: Continue the alpine adventure at the Bavarian Restaurant, serving authentic German fare.

From Houston: 893 miles, 14 hours

From Dallas: 658 miles, 10.5 hours

From San Antonio: 737 miles, 11 hours and 45 minutes

From Austin: 723 miles, 11 hours and 45 minutes

Meet where the East meets West in the Gateway City of St. Louis, well worth the drive.

Where to Go: Gateway Arch, Soldiers Memorial Military Museum, City Garden, and the Thaxton & Speakeasy

Where to Stay: Embrace the arts with a stay at the Angad Arts Hotel in the Grand Center Arts District.

Where to Eat: Pappy's Smokehouse for St. Louis-style barbeque

From Houston: 779 miles, 12 hours and 15 minutes

From Dallas: 636 miles, 10 hours

From San Antonio:  903 miles, 14 hours

From Austin: 825 miles, 13 hours

Massachusetts Road Trip Ideas: 11 Best Road Trips + Itinerary

Michelle's life is a colorful map of exploration and adventure. From the iconic streets of New York to the sunny shores of Florida, the jagged coast of Maine to the rugged terrain of Montana, she's been fortunate to call some of America's most beautiful states home. Beyond the U.S., Michelle's wanderlust has taken her on a motorcycle journey through India, led her to teach English in Hanoi, and saw her studying Spanish in Guatemala. Michelle graduated with a communications degree from the S. I. Newhouse School of Public Communications at Syracuse University and in addition to a career in advertising has worked with OnlyInYourState since 2016, where her love for travel and storytelling converges. Alongside writing and exploring, Michelle finds joy in photography, staying active, and time with her family. For questions, comments and inquiries please email: [email protected].

More by this Author

When most people imagine New England, they think of sandy beaches, seafood, fishing boats, and long roads to nowhere. Lighthouses and rocky coasts are certainly a part of the image, too. But, undoubtedly, of all the states in the region, there’s only one that offers every element of the quintessential New England. Massachusetts has it all! From winding roads to wide open beaches, hiking trails to roadside wonders. If you’re interested in seeing all of this, it might be time to consider a journey through the state. Here are a few of the best road trips in Massachusetts to get you started. Each one is fun, but all offer something uniquely different. Check them out the next time you’re adventure-ready!

As you decide which road trip to take first, check out OnlyInYourState’s Ultimate Road Trip Packing List for our best road trip planning and packing tips. Whether you’re leaving for a single day or a week-long road trip, you can’t forget the snacks: here are 50 on-the-go snack ideas perfect for traveling .

1-Day Road Trip In Massachusetts

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• Route: Stavros Reservation > Tucks Point > Singing Beach, Manchester-by-the-Sea > Hammond Castle, Gloucester > Fishermen's Memorial, Gloucester, Rockport > Paper House > Halibut Point State Park
• Distance: 26 Miles
• Trip Time: 1-hour driving time

• Route: Halibut Point State Park, Rockport > Skinner State Park, Amherst > Bash Bish Falls State Park, Mount Washington
• Distance: 218 Miles
• Trip Time: 4 hours driving time

• Route: The Knob, Falmouth > Dexter Grist Mill, Sandwich > Plimoth Patuxet Museums, Plymouth > World's End, Hingham > Boston Tea Party Ships & Museum, Boston > Peabody Essex Museum, Salem > Rockport, Massachusetts
• Distance: 141 Miles
• Trip Time: 3.5 hours driving time

• Route: Bear's Den, New Salem > Quabbin Visitor Center, Belchertown > Ware River, Ware > Ware-Hardwick Covered Bridge, Ware > Swift River Reservation
• Distance: 67 Miles
• Trip Time: 1.5 hours driving time

• Route: Doane's Falls, Royalston > The Cascade, North Adams >Wahconah Falls, Windsor > Wahconah Falls, Dalton > March Cataract Falls, Williamstown > Bash Bish Falls, Mt Washington > Race Brook Falls, Sheffield > Umpachene Falls, New Marlborough > Campbell Falls, New Marlborough > Glendale Falls, Middlefield
• Distance: 300 Miles
• Trip Time: 8 hours driving time

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• Route: Bound Brook Island Rd, Wellfleet > Marconi Beach, Wellfleet > Cold Storage Beach, Dennis > Duxbury Beach, Duxbury > Rexhame Beach, Marshfield > Humarock Beach, Scituate > Half Moon Beach, Gloucester > Good Harbor Beach, Gloucester
• Distance: 175 Miles

• Route: Appleton Farms, South Hamilton > Arnold Arboretum of Harvard University, Boston > Brewster Gardens, Plymouth > Longfellow's Wayside Inn, Sudbury > Mount Wachusett, Princeton > Old Sturbridge Village, Sturbridge > Deerfield > Florida State Forest, Florida > Great Brook Farm State Park, Carlisle
• Distance: 415 Miles
• Trip Time: 9 hours driving time

• Route: Edaville Family Theme Park, Carver > Taunton Green, Taunton > National Shrine of Our Lady of La Salette, Attleboro > New England Botanic Garden at Tower Hill, Boylston > Forest Park, Springfield > Stockbridge, Massachusetts > Yankee Candle, South Deerfield > Lowell > Stone Zoo, Stoneham > Blue Cloud Gallery, Somerville
• Distance: 376 Miles
• Trip Time: 7 hours driving time

• Route: Berkshire Scenic Railway Museum - Lenox Station Museum, Lenox > The Eric Carle Museum of Picture Book Art, Amherst > The Amazing World of Dr. Seuss Museum, Springfield > Steaming Tender, Palmer > EcoTarium, Worcester > Old Sturbridge Village, Sturbridge > Battleship Cove, Fall River
• Distance: 200 Miles

• Route: Old State House, Boston >USS Constitution, Charlestown > Minute Man National Historic Park, Concord > Louisa May Alcott's Orchard House, Concord > Walden Pond, Concord > The House of the Seven Gables, Salem > Motif Number 1, Rockport
• Distance: 781 Miles
• Trip Time: 2 hours driving time

• Route: Newburyport > Williamstown > Stockbridge > Hadley > Sturbridge > Eastham > Scituate > Marblehead > Rockport
• Distance: 584 Miles
• Trip Time: 11 hours driving time

Whether you make the journey from as close as Maine and New Hampshire or as far as New York or Canada, every mile spent on these road trips will be worth the gas. They showcase a different magnificent part of the state and are perfect for those who want to spend every day soaking up the beauty of the world around them. Have you been to any of the stops on these road trips? If you have any other Massachusetts road trip ideas, we’d love to read about them in the comments!

After tackling some of the best Massachusetts road trips on this list, consider heading out for more. Sometimes a road trip doesn’t even need any particular destination. If you appreciate the beauty of a trip almost as much as the destination itself, check out The King’s Highway, America’s oldest road , which travels right through Massachusetts.

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

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Things to do in massachusetts.

What are the most popular landmarks to visit in Massachusetts?

The most popular landmarks in Massachusetts offer lots of history and beauty. They can be found throughout the state. A few to visit first include:

• The Mayflower Replica, Plymouth : While the original is long gone, this version is thought to be similar to the original ship that arrived in Plymouth Harbor.
• The town of Sandwich : There are so many beautiful landmarks in this Cape Cod town that it's worth planning a day trip to see them all.
• The Endicott Pear Tree, Danvers : Considered the oldest fruit tree in the country, this unexpected landmark is actually fun to see.
• The Old Stone Church, West Boylston : One of the most beautiful and scenic spots in the state, this church dates back to the 1890s. It was built as a replacement for a Baptist church that was destroyed in a fire.

What are the most popular state parks to visit in Massachusetts?

The most popular state parks to visit in Massachusetts include:

• Wahconah Falls State Park, Dalton : With just 48 acres, this park might be one of the smallest in the state. But it offers tons to do including hiking, fishing, and picnicking.
• Roxbury Heritage State Park, Boston : Small but mighty, this city park is a great way to find peace and quiet during an otherwise bustling day.
• Natural Bridge State Park, Adams : While certainly underrated, this park is home to North America's only naturally-formed white marble bridge.

What are the major highways in Massachusetts?

The major highways in Massachusetts are:

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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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Distance between Texas and Massachusetts

Driving non-stop from texas to massachusetts.

How far is Massachusetts from Texas? Here's the quick answer if you have friends taking shifts as driver so that you can make the entire trip by car without stopping.

Nonstop drive: 1,893 miles or 3046 km

Driving time: 27 hours, 59 minutes

This is a really long drive, so it's not very realistic to drive nonstop. To get a better idea of how long this road trip would actually take, scroll down to calculate how many hours it would be if you drive with stops .

Flying non-stop from Texas to Massachusetts

Now let's assume you have a private jet and you can fly in the fastest possible straight line between Texas (TX) and Massachusetts (MA). Because of the curvature of the Earth, the shortest distance is actually the "great circle" distance, or "as the crow flies" which is calculated using an iterative Vincenty formula. For a long distance, this appears as a curve on the map, and this is often the route that commercial airlines will take so it's a good estimate of the frequent flyer miles you'll accumulate as well.

Flight distance: 1,632 miles or 2626 km

Flight time: 3 hours, 46 minutes

The straight line flight distance is 261 miles less than driving on roads, which means the driving distance is roughly 1.2x of the flight distance.

Your plane flies much faster than a car, so the flight time is about 1/7th of the time it would take to drive.

This is a medium length flight, so unless you have a nice private jet, you might be booking a commercial flight. In that case, your travel time would really need to include how many minutes to get to your local airport, wait for security, board and taxi on the runway, land at the other airport, and get to your destination. Scroll down to see a more realistic calculation that takes into account all these factors to get a more accurate estimate of your actual flight time .

Texas to Massachusetts road trip

Realistically, you're not going to want to drive without stopping all the way from Texas to Massachusetts, especially if you're the main driver. So let's say you're actually planning a road trip to Massachusetts, and you need to stop along the way to rest. Plus if it's a real road trip, you might want to check out interesting stops along the way, eat at great restaurants, and find a hotel to stay overnight. That's what Trippy is perfect for, helping you figure out travel plans in detail.

Based on the length of this trip, we think you could spread out this fun road trip over a number of days.

Road trip: 4 days of driving

With the full itinerary planned out, we can estimate your total travel time for this trip.

Travel time: 31 hours on the road with 3 overnights

Start at Texas .

Drive for about 2 hours , then stop in Dallas and stay for about 4 hours. Next, drive for another 5 hours then stop in Little Rock . Stay overnight. The next day, drive for about 2 hours , then stop in Memphis and stay for about 3.5 hours. Next, drive for another 3 hours then stop in Nashville . Stay overnight. The next day, drive for about 3.5 hours , then stop in Gatlinburg and stay for about 1 hour. Next, drive for another 4.5 hours then stop in Roanoke and stay for 1 hour. Drive for 3.5 hours then stop in Washington, DC . Stay overnight. The next day, drive for about 4 hours , then stop in New York City and stay for about 4 hours. Finally, drive for about 3.5 hours and arrive at Massachusetts .

Texas to Massachusetts airports and flights

In the quick calculation above, we assumed you had a private plane and just wanted to know the time in the air from city to city. But for most of us, we're going to be flying on a commercial airline (whether it's first class or coach). So that means we really need to account for all the extra travel time getting to the airport, waiting for our flight, and making it to the destination.

To give you a better estimate of real-life travel, we've put together a flight itinerary with actual airports. Eventually you'll be able to customize this plan, choosing your own airports and flights. But for now, here's an example we've selected to give you an idea of how traveling might work between airports.

Departure airport: Killeen-Fort Hood Regional Airport (GRK)

Arrival airport: Boston Logan International Airport (BOS)

With the airports selected, we can estimate the travel time to and from the airport, based on how far the airport is from downtown.

Getting to the airport: 33 minutes

Getting to your destination: 84 minutes

Now finally, let's look at an actual flight from GRK to BOS and figure out how long it would take to fly including take-off and landing, and time to taxi on the runway.

Commercial flight time: 3 hours, 46 minutes

So now we can finally get an idea of the total travel time from Texas to Massachusetts including time spent getting to/from the airports, an estimated wait time of 2 hours at the airport for TSA security lines and waiting at the gate, and the actual flight itself.

Total travel time: 8 hours

Plan a trip to Massachusetts

Trippy has a ton of information that can help you plan your trip to Massachusetts (MA). Start by reading the Trippy page on where to stay in Massachusetts . Check out some of the questions people have asked about Massachusetts like Where can I go to see a cranberry harvest and learn about the process? . Click the button below to explore Massachusetts in detail.

How far is it the other way?

The distance is the same either way if you're flying a straight line (or driving the same roads back and forth). But for a real trip, there can be plenty of differences so go ahead and check the reverse directions to get the distance from Massachusetts to Texas , or go to the main page to calculate the distance between cities .

If you happen to know Texas, don't forget to help other travelers and answer some questions about Texas!

More info on this route: elevation from Texas to Massachusetts drive from Texas to Massachusetts road conditions alternate routes Google driving directions

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