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10 Best Weekend Getaways from Boston for Couples

By: Swena Kalra

Edited By: Scott Sidders

Updated on November 6, 2023

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Boston is a beautiful city filled with history, culture, and outdoor activities. With its vibrant nightlife, exquisite restaurants, and lively art scene, it's no wonder why couples are often drawn to this charming city.


But if you're looking for a romantic escape from the hustle and bustle of Boston life, then look no further! From relaxing beach getaways to cozy cabin retreats, here are 10 of the best weekend getaways from Boston for couples.


1. Acadia National Park, Maine

Acadia National Park, Maine

Acadia National Park in Maine is a stunning national treasure located along the mid-section of the Maine coast, southwest of Bar Harbor. It's an ideal destination for couples looking to escape from the hustle and bustle of everyday life. The park preserves about half of Mount Desert Island, as well as its many surrounding smaller islands. From Boston, it's only a five-hour drive to Acadia National Park.


Once you arrive at Acadia National Park, you'll be amazed by its natural beauty. The highest rocky headlands along the Atlantic coastline provide breathtaking views and plenty of opportunities for exploration. There are over 120 miles of hiking trails that wind through forests, lakes, and mountains. You can also explore the island by bike or take a guided tour on horseback.


The park also offers plenty of recreational activities such as kayaking, canoeing, fishing, and camping. For those who prefer to stay indoors, there are plenty of cozy accommodations nearby such as hotels and cabins with all the amenities you need for a comfortable stay.


No matter what type of adventure you're looking for, Acadia National Park has something for everyone. Whether you're looking for a relaxing getaway or an exciting outdoor experience, this beautiful park will provide an unforgettable experience for couples visiting from Boston.

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2. North Adams, Massachusetts

North Adams, Massachusetts

North Adams, Massachusetts is a vibrant city located in the northwest corner of the beautiful Berkshires, just two hours from Boston. This small city has grown into a popular tourist destination with plenty to offer for couples looking for a weekend getaway.


MASS MoCA is one of the most popular attractions in North Adams. This contemporary art museum is the largest in the country and features rotating exhibitions and installations from some of today's most innovative artists. Natural Bridge State Park is another great spot for couples to explore. Here you can take a leisurely stroll along trails that lead to stunning views of the Hoosic River and Cascade Waterfall.


Windsor Lake is another great spot for couples looking to relax and enjoy some time together outdoors. Here you can rent kayaks or paddle boards, go fishing, or just take in the peaceful atmosphere while enjoying a picnic lunch on the shoreline. For those who prefer more active pursuits, there are plenty of hiking trails throughout North Adams as well as nearby ski resorts for winter fun.


When it comes to dining out, North Adams offers something for everyone's taste buds. From casual cafes to upscale restaurants, there are plenty of options to choose from when it comes to grabbing a bite or enjoying an evening out on the town. There are also several breweries in town where you can sample some local craft beer while taking in live music or comedy shows.

3. Lake Champlain, Vermont

Burlington Harbor on Lake Champlain, Vermont

Nestled between Vermont and New York, Lake Champlain is a beautiful destination for couples looking for a romantic getaway. Located just a few hours from Boston, this natural freshwater lake offers plenty of activities and attractions to keep you busy during your stay. From exploring the lake's 587 miles of shoreline to visiting the many islands that dot its waters, there is something for everyone here.


For those looking to relax, take in some breathtaking views, and enjoy some quality time together, there are plenty of options. Take a boat ride around the lake or rent a kayak or canoe and explore the islands up close. If you're feeling adventurous, try your hand at fishing or swimming in crystal-clear waters. There are also plenty of hiking trails that offer stunning views of the lake and its surroundings.


If you're looking for more than just nature-based activities, Lake Champlain has plenty to offer as well. Visit one of the many quaint towns along the shoreline and explore their unique shops and restaurants. Or take a day trip to Burlington, Vermont's cultural capital, where you can find museums, galleries, live music venues, and more.

4. Mystic, Connecticut

Mystic Connecticut Seaport

Mystic, Connecticut is a beautiful destination for couples looking for a romantic getaway. Located just two hours from Boston, Mystic offers plenty of activities and attractions to keep you and your partner entertained.


The first thing you should do when visiting Mystic takes a trip down to the Mystic Seaport. This historic maritime village offers visitors a glimpse into the past with its preserved 19th-century buildings and ships. You can explore the museum, take a boat ride on the Charles W Morgan, or even go whale watching!
If you're looking for something more active, there are plenty of outdoor activities to enjoy in Mystic. Take a hike along one of the many trails in the area or rent kayaks and explore the Mystic River. If you're feeling adventurous, why not try your hand at rock climbing or zip lining?


When it comes time to relax, there are plenty of places to stay in Mystic. From cozy bed and breakfasts to luxurious resorts, there's something for everyone. After a long day of exploring, be sure to check out some of the local restaurants for delicious seafood dishes and craft beers.

5. Manchester, Vermont

Manchester Vermont in Fall

Located in southwestern Vermont, Manchester is easily accessible to the Northeast and tucked away in the beautiful Green Mountains. It's a picturesque town with a white steeple church, historic architecture, and plenty of outdoor activities.


Whether you're visiting in spring, summer, fall, or winter, Manchester offers something for everyone. In the warmer months, couples can enjoy hiking trails and mountain biking through the lush landscape. Or take a leisurely stroll around town to explore its quaint shops and restaurants. For those looking for more adventure, there are plenty of nearby ski resorts to choose from.


In addition to its natural beauty and outdoor activities, Manchester also has plenty of cultural attractions to offer visitors. The Bennington Museum is home to an impressive collection of American art from the 19th century onward as well as artifacts from local history. There are also several galleries showcasing works by local artists and craftspeople.


No matter what time of year you visit Manchester, you'll find plenty of cozy places to stay during your trip. From charming bed & breakfasts to luxurious hotels with all the amenities you could want, there's something for every budget and taste.

6. Woodstock, Vermont

Antique houses in Woodstock, Vermont

Woodstock, Vermont is a charming New England village located just two and a half hours from Boston. The quaint town is surrounded by colonial architecture, picturesque countryside, and covered bridges that make it the perfect destination for couples looking to get away.


The town of Woodstock has plenty of activities to offer visitors. From exploring the historic downtown area to visiting the local shops and restaurants, there's something for everyone. Couples can also take advantage of the many outdoor activities available in the area, such as hiking, biking, fishing, and kayaking. For those looking for a more relaxing experience, Woodstock offers spas and wellness centers where couples can enjoy some pampering together.


For those interested in history and culture, Woodstock is home to several museums including Billings Farm & Museum which showcases 19th-century rural life in Vermont. There are also many art galleries featuring works from local artists as well as historical sites like Marsh-Billings-Rockefeller National Historical Park which was once owned by George Perkins Marsh and Frederick Billings.


When it comes to dining out, Woodstock has plenty of options ranging from cozy cafes to fine dining establishments. Couples can enjoy a romantic dinner at one of the many restaurants or grab a bite at one of the local pubs or breweries.

7. Lake Winnipesaukee, New Hampshire

Autumn on Lake Winnipesaukee in New Hampshire

Located in the Lakes Region of New Hampshire, Lake Winnipesaukee is a popular destination for couples looking for a romantic getaway. Just two hours from Boston, this beautiful lake offers plenty of activities and attractions to keep you busy. From tax-free shopping to exploring quaint villages, there's something for everyone at Lake Winnipesaukee.


The lake itself is an impressive sight, with 72 square miles of crystal clear water surrounded by a wooded shoreline and 264 islands. You can take a boat tour around the lake or rent your own boat to explore on your own. There are also plenty of public beaches where you can sunbathe or swim in the cool waters. For those looking for more adventure, there are several ski resorts nearby that offer skiing and snowboarding in the winter months.


If you're looking for a romantic evening out, there are many restaurants along the shoreline offering delicious seafood dishes as well as other local favorites. After dinner, take a stroll along one of the many walking trails or enjoy some live music at one of the local pubs.

8. Litchfield Hills, Connecticut

Autumn on the Housatonic River in the Litchfield Hills of Connecticut

The Litchfield Hills region of Connecticut is a perfect destination for couples looking to get away from the hustle and bustle of Boston. Located in the northwest corner of the state, this area is known for its rolling hills, serene beauty, and historic towns. From canoeing or kayaking on Lake Waramaug to taking a picnic at Hopkins Vineyard, there are plenty of activities that couples can enjoy together.


The region is also home to some of Connecticut's most beautiful covered bridges, including the West Cornwall Covered Bridge and the Bull's Bridge. Couples can take a romantic stroll through these picturesque structures or simply admire them from afar. There are also plenty of antique shops, art galleries, and historic homes and gardens that couples can explore together.


For those who like to be active outdoors, there are numerous hiking trails throughout the Litchfield Hills region. The Appalachian Trail passes through here as well as several other trails that offer stunning views of the countryside. Couples can also go fishing in one of the many rivers or lakes in the area or take a leisurely bike ride along one of the many scenic roads.

9. Bar Harbor, Maine

Aerial view of Bar Harbor, Maine

Bar Harbor, Maine is a beautiful coastal town located on the eastern side of Mount Desert Island. It's just a few hours' drive from Boston, making it an ideal destination for couples looking to escape the hustle and bustle of city life. The town is known as the gateway to Acadia National Park, one of America's most visited national parks. Here you can explore miles of hiking trails, take in breathtaking views of Frenchman Bay, or simply relax on one of the many sandy beaches.


The historic Bluenose Inn & Wonder View Inn are two popular lodging options in Bar Harbor. Both offer stunning views of the bay and easy access to all that Acadia National Park has to offer. For those looking for a more luxurious stay, there are plenty of upscale resorts and hotels to choose from. No matter your budget, you're sure to find something that suits your needs.


When it comes to dining in Bar Harbor, there's no shortage of delicious seafood restaurants and cozy cafes. From lobster rolls and clam chowder to fresh-caught fish and homemade pastries, you'll have plenty of options for breakfast, lunch, and dinner. There are also plenty of bars and pubs where you can enjoy craft beers or cocktails while taking in the stunning views of the harbor at sunset.

10. Stowe, Vermont

Stowe, Vermont

Located at the foot of Mount Mansfield, Vermont's highest peak, Stowe offers breathtaking views and plenty of activities to enjoy together. From skiing and snowboarding in the winter to exploring dozens of shops, restaurants, and attractions in the summer, there is something for everyone to enjoy.


In the winter months, Stowe is known as the "Ski Capital of the East" with trails cut on Mount Mansfield that offer some of the best skiing and snowboarding in New England. The Spruce Peak at Stowe offers luxury accommodations at The Lodge where couples can relax after a day on the slopes.


The summer months bring mild temperatures and beautiful foliage to Stowe. Couples can explore historic downtowns or take a scenic drive along Route 100 for stunning views of rolling hills and lush forests. There are plenty of outdoor activities such as hiking, biking, fishing, golfing, kayaking, and more. For those looking for a more relaxed experience, there are dozens of shops and restaurants to explore or simply take in some live music at one of Stowe's many venues.

It's time to plan your next romantic getaway with that special someone! With its rich history, New England charm, and endless activities for couples of all ages, Boston is the perfect place to start. From secluded beaches to charming mountain towns and lush forests, there are plenty of options for a weekend getaway from Boston.


Whether you're looking for outdoor adventure or just want some quiet relaxation together, these ten best weekend getaways from Boston will provide an unforgettable experience that you'll cherish forever. We wish you all the best on your adventure, have fun, and take care!

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