Weekend Getaways from Boston: Top 23 Most Unique Spots

Boston may be where history meets hustle and bustle. But sometimes, even this city needs a little breather. Luckily, New England’s packed with places that are just a short hop from the city but feel like a world away. Whether you’re dreaming of fresh lobster by the shore or a cozy mountain escape, we’ve got you covered with a ton of potential New England weekend getaways.

Craving that crisp ocean air? Or maybe a cool museum to wander through?

Boston’s prime location in New England gives you endless options for:

• Ocean views and sandy beaches

• Quiet islands and hidden coves

• Quaint little towns with tons of character

Ready to explore the best weekend getaways from Boston? Let’s get into it:

Quick hits

• Cape Cod – Just 70 miles from Boston, Cape Cod is a seafood paradise with miles of biking and hiking trails winding through charming villages. Perfect for a relaxed weekend by the sea.

• White Mountain National Forest – Outdoor lovers, this one’s for you. Just 130 miles out, you’ll find endless camping, hiking, and skiing, all set in a cozy, forested escape.

• Acadia National Park – At about a five-hour drive, Acadia’s well worth the journey. Think sweeping ocean views, scenic hikes, and local brews to top off each day.

 

 
Map design by Stanton House Inn  

The Best Weekend Getaways from Boston

So many weekends, so little time! Here’s a list of top spots near Boston, in order of distance.

Historic Salem, Massachusetts

A quick 37-minute drive from downtown Boston lands you in Salem—a town famous for its witch trials and a whole lot more. Take a walk back in time at The Witch House, check out colonial architecture, and follow the Salem Heritage Trail for a peek into its maritime past.

Some must-do’s in Salem:

• Self-guided trails showcasing Salem’s historic architecture

• Bewitched Historical Tour—a guided look at the town’s intriguing past

North Shore

Just north of Boston, the North Shore of Massachusetts combines coastal charm with history. Here’s what you’re in for:

• Scenic Walks – Rocky shores, lighthouse views, and dreamy beach strolls.

• Seafood – Enjoy local catches at quaint seaside spots.

• Cultural Gems – The towns up here blend natural beauty with an artsy vibe.

Highlights include:

• Marblehead, MA – Colonial and maritime history near Salem.

• Gloucester – The oldest seaport in America, buzzing with art.

• Ipswich, Massachusetts & Rockport, MA – Classic beach town vibes and scenic New England coastline.

• Newburyport, MA – A lively downtown with waterfront views.

Cape Cod

Just a short hour’s drive from Boston, Cape Cod has that unmistakable charm that makes it feel like one of the most classic New England summer getaways. Here’s what Cape Cod serves up best:

• Charming Villages: Picture-perfect towns with white picket fences and flower-lined streets.

• Fresh Seafood: Indulge at local favorites like The Lobster Pot in Provincetown or The Impudent Oyster in Chatham.

• Trails and Beaches: Cape Cod National Seashore’s trails lead you through serene landscapes and conservation areas.

Must-see spots:

• Highland Light in Truro: Cape Cod’s oldest lighthouse, offering sweeping ocean views and a peek into maritime history.

• Fun for Kids (and Adults!): Try mini-golf, catch a drive-in movie, or hop on a pirate-themed boat adventure.

And if you want to go full Cape Cod, stay a night or two at a historic hotel like the Chatham Bars Inn. It’s classic, cozy, and one of the most romantic getaways from Boston.

Newport, Rhode Island

The long list of things to do in Newport, RI, mixes history, luxury, and coastal beauty all in one. It’s known for its Gilded Age mansions, but don’t let the “old money” vibe fool you—Newport has a lively energy and plenty of ways to unwind. And it’s only an hour and a half from Boston.

Here’s what you can’t miss in Newport:

• The Mansions: Take a tour of Newport’s famous Cliff Walk and the grand mansions along the way.

• Cliff Walk & Brenton Point State Park: Enjoy ocean and Newport harbor views and a touch of drama along this scenic path.

• Beaches: Not far away in nearby Middletown, Rhode Island. 

• Newport’s Best Seaside Stays:

  • Castle Hill Inn: A charming and classy boutique hotel right on the water.

  • The Chanler at Cliff Walk: Luxe and romantic with ocean views.

  • Forty 1° North: Perfect for those who want to be in the heart of Newport’s shopping and dining.

For food, you can’t go wrong with The Mooring Seafood Kitchen & Bar, one of the top fresh seafood restaurants, or White Horse Tavern, where you can savor classic New England dishes in America’s oldest tavern.

More Rhode Island Coastal Towns

Rhode Island may be small, but it’s packed with charm. Here’s a look at some coastal gems worth a visit, especially on romantic weekend getaways in New England:

Little Compton and Watch Hill

• Little Compton: Known for its vineyards, pastoral landscapes, and peaceful beaches. Ideal for a quiet, scenic escape.

• Watch Hill in Westerly, RI: Home to upscale resorts like the Ocean House, this spot has classic beach-town vibes with a luxury twist.

Providence: Culture, Art, and Food

Rhode Island’s capital has an artistic spirit and a vibrant culinary scene. Spend a day exploring the Rhode Island School of Design museum, historical landmarks, and the Roger Williams Park Zoo. Time your visit for WaterFire, where fire-lit braziers glow along the rivers with music and art.

Top Spots to Stay on our Providence, Rhode Island, Visitor’s Guide:

• Hammetts Hotel: Stylish and centrally located.

• The Graduate Hotel: Artsy and perfect for exploring the city’s food and craft beer scene.

Portland, Maine

If you’re craving salt air and a dose of Vacationland’s famous seafood, Portland, Maine, has got your name on it. With its bustling harbor, local craft beers, and scenic lighthouse tours, it’s the perfect spot for a laid-back weekend by the sea. Want to spot a whale or two? Hop on a Casco Bay cruise and keep those binoculars handy.

Things to Do:

• Lobster Rolls: Grab one from Duckfat or Highroller Lobster Co.—these spots serve up Maine’s best.

• Old Port: Stroll along the historic waterfront for boat tours, ferry rides, and harbor cruises.

• Stay the Night: Try the Press Hotel for a modern vibe or Inn by the Sea for a classic coastal feel.

North Adams & the Berkshires

Drive about 2 hours and 45 minutes west to find North Adams—a small town big on culture and creativity, with all the rustic beauty of the Berkshires. Start with a visit to Mass MoCA (Massachusetts Museum of Contemporary Art). Here, you’ll find everything from massive installations to quirky, thought-provoking exhibits on romantic getaways in Massachusetts.

For nature lovers, North Adams is packed with trails for every pace, from easy strolls to serious hikes. And if you’re feeling brave, try ziplining through the forest for a heart-pounding view from above!

Nearby Berkshires Towns to Check Out:

• Lee, MA – Antique shops and cozy spots for coffee.

• Great Barrington, MA – Small-town charm with a vibrant arts scene.

• Lenox, MA – A hotspot for music, especially if you’re around for Tanglewood’s summer concerts.

Stay overnight and make the most of the laid-back, creative vibe of the Berkshires of Massachusetts. This is also a fantastic stopover on many a New England road trip.

White Mountains

A bit more than two hours north, you’ll find yourself in the White Mountains—an outdoor playground no matter the season. Hike in the summer, ski in the winter, and take in some breathtaking views year-round.

What to Do:

• Winter Sports: Skiing, snowboarding, and snowshoeing are just some of the winter activities here.

• Summer Fun: Hiking, camping, and mountain biking.

• Must-Hike Trail: The Mount Lafayette and Franconia Ridge Trail Loop. Trust me, it’s worth the climb!

After a day outdoors, relax fireside at The Wentworth Inn or The Inn at Thorn Hill, both offering cozy vibes with modern comforts. For something rustic, Mountain View Majesty in Franconia has you covered.

Other Stays:

• Secluded Cabins near Franconia Notch State Park.

• Omni Mount Washington Resort for luxury and sweeping mountain views.

Bretton Woods

If skiing’s on your list, Bretton Woods is your spot. One of the best ski resorts in the Northeast, it offers everything from well-groomed trails to stunning views of Mount Washington. Après-ski at Omni Mount Washington Resort, or for a quieter spot, try the Adair Country Inn and Restaurant.

Martha’s Vineyard

What do the Obamas, the Clintons, and David Letterman have in common? They all kick back on Martha’s Vineyard! Yep, this little island is a celebrity hotspot. But even if you’re not hobnobbing with the elite, there’s plenty to enjoy.

Why It’s Worth the Trip:

• Stunning Beaches: Perfect for surfing, kayaking, or just soaking up the sun at Moshup Beach and others.

• Iconic Lighthouses: Check out Gay Head Light, East Chop Light, and Edgartown Harbor Light.

• Foodie Heaven: Between Taste of the Vineyard and the Martha’s Vineyard Food & Wine Festival, this island keeps your taste buds busy. Don’t miss wine tasting at Sakonnet Vineyards, either.

And here’s a pro tip: the ferry ride from Cape Cod is under an hour, and you’ll be there in just under three hours from Boston. Or, if you’re in a hurry to rub elbows with the rich and famous on romantic getaways in Massachusetts, hop on a quick flight.

Personally, the list of the best things to do on Martha’s Vineyard is a little too highbrow for this writer. The next stop on this list better fits my style.

Block Island

If Martha’s Vineyard is a bit too posh for your taste, Block Island has a laid-back, friendly feel. Three hours from Boston by car and Block Island ferry, this spot has all the natural beauty (almost half is conservation land) without the red carpet vibe.

What to Do Here:

• Beach Time and Scenic Walks: Enjoy quiet beaches and scenic coastal trails.

• Bike Around: Renting a bike and exploring the 17-mile perimeter is the best way to see the island.

• Browse Local Shops: Stop into art galleries and specialty shops, and don’t forget to check out the Block Island Maritime Institute for a quick dive into local marine life.

With 28 miles of walking trails, you’ll find more than enough spots to explore. And don’t stress about catching the ferry—there are plenty of daily departures.

Connecticut

Only slightly larger than its neighbor, Connecticut is still packed with charm, history, and a mix of city and countryside adventures. If you’re looking for weekend getaways in Connecticut with a bit of everything, you’re in the right state! Here are three spots that show off Connecticut’s unique regions (yes, we’ve got regions—come visit sometime and see for yourself).

Mystic, CT

Mystic, Connecticut is New England’s tourist trap, but for good reason. It’s got that classic coastal charm down to a science, with enough history and family-friendly attractions to keep everyone happy.

Must-See Spots:

• Mystic Aquarium: Where else can you meet beluga whales in Connecticut?

• Mystic Seaport Museum: Step back in time in a recreated 19th-century village, complete with historic ships and boats.

• Olde Mistick Village: Stroll through this colonial-style shopping village filled with artisanal shops and cafes.

• The Historic Bascule Bridge: Watch this working drawbridge in action—a Mystic icon.

If you’re making it a weekend, stay in one of Mystic’s best coastal CT bed and breakfasts, like the cozy Stonecroft Country Inn or Whaler’s Inn, both perfect romantic getaways in CT after a day of sightseeing.

Litchfield, CT

Nestled in the scenic Litchfield Hills, this town offers a true escape from city life. Known for its colonial charm and rolling countryside, the town of Litchfield, CT is a go-to for fall foliage and history lovers alike.

What You’ll Love:

• Historic Architecture: Stroll through the historic district to see well-preserved 18th and 19th-century buildings.

• Tapping Reeve House and Law School: Visit this landmark for a look at early American legal history.

• Scenic Drives: Litchfield Hills are famous for their New England fall foliage, so a drive through here in October is as New England as it gets.

If you’re a nature lover, spend some time exploring Litchfield’s trails and hills. It’s the kind of peaceful countryside that’s perfect for hiking or just relaxing with a view.

Greenwich, CT

Greenwich, Connecticut, has a New York-meets-New-England vibe. Long a favorite of Manhattanites, it’s home to upscale boutiques, art galleries, and a seaside charm that’s hard to beat.

Things to Do:

• Historic Sites: Check out the Bush-Holley House or Putnam Cottage to explore Greenwich’s past.

• Shopping on Greenwich Avenue: High-end boutiques, art galleries, and designer stores line this street—it’s a shopper’s dream.

• Outdoor Adventures: Greenwich’s beaches and local hiking trails are close enough that you can go from seaside to countryside in a snap.

Greenwich also has a vibrant dining scene, with great restaurants and cozy cafes that make for a perfect date night or relaxing afternoon. Everything’s within walking distance from our downtown Greenwich, CT, bed and breakfast, so it’s easy to explore the town without even moving your car.

Nantucket Island

If you’re after a true luxury beach getaway, Nantucket’s where it’s at. Known for its exclusivity, this island is a summer playground for those who like their vacations with a side of privacy (and maybe a yacht).

Must-Do Activities:

• Water Sports: Surf, kayak, or paddleboard along the pristine beaches.

• History: Dive into the island’s past at the Nantucket Whaling Museum.

• Food and Wine: Enjoy local vineyard tours and delicious seafood from the island’s many eateries.

Sure, it’s a bit of a trek with a four-hour ferry ride, but a quick flight can get you there in time to start mingling with the elite and enjoying those sparkling shores.

Acadia National Park

Acadia National Park is just under five hours away and has some of the most stunning landscapes New England has to offer. With 158 miles of hiking trails, you can explore everything from dense forests to tidal pools. This perfect weekend getaway is especially stunning in the fall when the leaves add extra color to the coast.

Explore Here:

• Best Trails: The Beehive Loop and Precipice Trail—both offer thrilling climbs and amazing views.

• Breweries: After a day of hiking, relax at local spots like Airline Brewing Co., Atlantic Brewing, or Fogtown.

• Stay the Night: Check into the Bar Harbor Grand Hotel, Harborside Hotel, or Terramor Outdoor Resort, each with easy access to the park.

If you’re a seafood fan, you can’t miss a fresh lobster roll from The Travelin’ Lobster in Bar Harbor!

Lake Champlain

Lake Champlain might be far from Boston—nearly five hours by car—but the trip is worth it. Surrounded by lush landscapes and sparkling waters, it’s an ideal retreat for nature lovers on summer weekends.

Outdoor Fun:

• Water Adventures: Kayak, swim, or take a leisurely boat ride.

• Local Attractions: Shelburne Farms has cheese-making workshops and scenic walking trails.

• Bike Trails: The Burlington Bike Path is great for a relaxed lakeside ride, while Mount Philo State Park has challenging trails with amazing views.

And if you’re up for more adventure, keep heading west to the Adirondack Mountains for even more hiking, biking, and outdoor fun.

New York City

New York City is the ultimate city escape. With iconic landmarks, amazing food, and world-class art, the city has more than enough to keep you busy. Here’s how to make the most of weekend trips to NYC.

Getting There: NYC is about 225 miles from Boston, a 4-hour drive from Boston to NYC or a quicker 3.5-hour train ride on Amtrak.

Must-See Attractions:

• Empire State Building: Head up to the observation deck for panoramic views.

• Statue of Liberty: Take a ferry out to Liberty Island and get up close with Lady Liberty.

• Times Square: Bright lights, big crowds—don’t skip this one!

Cultural Highlights:

• Broadway Shows: Catch a show in the Theater District for an unforgettable experience.

• Metropolitan Museum of Art: One of the largest art museums in the world.

• Central Park: Walk, bike, or just relax in this green oasis in the middle of the city.

Neighborhoods to Explore:

• Greenwich Village: Stroll the charming streets of this historic, bohemian area.

• SoHo: Known for trendy boutiques and cast-iron architecture.

• Brooklyn Bridge Park: Perfect for skyline views and a little outdoor time.

Food to Try:

• Pizza: Grab a slice at Joe’s Pizza or Lombardi’s for a classic NY pie.

• Bagels: Head to Russ & Daughters or Ess-a-Bagel for one of NYC’s best.

• Fine Dining: If you’re in the mood to splurge, try Le Bernardin or Eleven Madison Park.

Philadelphia

Philadelphia is a short drive from Boston and has tons of history, great food, and cool neighborhoods to explore. Here’s a quick lowdown on what to see and do.

Getting There: Philly’s about 300 miles from Boston, roughly a 5-hour drive or a quick direct flight.

Must-See Historic Sites:

• Independence Hall: Where the Declaration of Independence and Constitution were signed.

• Liberty Bell: This cracked bell is a symbol of American independence.

• National Constitution Center: An interactive museum that brings the Constitution to life.

Culture Stops:

• Philadelphia Museum of Art: Yes, those are the Rocky Steps out front!

• Reading Terminal Market: Grab lunch or browse the stalls at this bustling market.

• Franklin Institute: A science museum with plenty of hands-on fun for all ages.

Neighborhoods Worth a Visit:

• Rittenhouse Square: For upscale shops, great food, and a beautiful park.

• Old City: Cobblestone streets, galleries, and historic charm.

• South Street: Known for its funky shops, street art, and lively dining.

Must-Eats:

• Cheesesteak: You’ve got to try one from Pat’s or Geno’s.

• Italian Market: A historic outdoor market with Italian goodies and fresh produce.

• Fine Dining: Zahav and Fork are top choices for a memorable meal.

Bonus Tips:

• Visit in spring for the National Cherry Blossom Festival or in summer for Philly Beer Week.

• If you have extra time, Valley Forge National Historical Park and Lancaster County’s Amish countryside are great nearby weekend getaways from Philadelphia.

Washingon, DC

DC is the place for American history and to enjoy an impressive lineup of museums, monuments, and food. And there are even more unique spots to explore on our list of weekend getaways from DC.

Must-See Landmarks in City Center:

• Lincoln Memorial: One of the most famous monuments, with views over the Reflecting Pool.

• Washington Monument: The tallest structure in DC and a perfect spot for city views.

• U.S. Capitol: Take a guided tour and see where the nation’s laws are made.

Museums to Explore:

• Smithsonian Museums: All free! Don’t miss the National Air and Space Museum and the National Museum of American History.

• National Gallery of Art: Art lovers, this one’s for you.

Cool Neighborhoods:

• Georgetown: Historic streets, waterfront views, and unique shops.

• Adams Morgan: A lively area with tons of nightlife and international dining options.

• Dupont Circle: Art galleries, bookstores, and plenty of coffee shops.

When to Visit:

• Spring (March – April): Crowded but worth it for the cherry blossoms.

• Fall (September-October): Fewer tourists and comfortable weather.

• Winter (December-February): Quiet season, though some attractions may have shorter hours.

DC Food Scene:

• Local Favorites: Try a half-smoke at Ben’s Chili Bowl or head to Adams Morgan for diverse eats.

• Fine Dining: If you’re celebrating, check out The Inn at Little Washington or Minibar.

Tl;dr

Well, there you have it—(over) 23 of the best weekend getaways from Boston! Each spot has its own flavor, whether you’re after a bit of adventure, a dose of history, or just some quiet time by the sea. So, grab your bag, pick a place, and hit the road! Life’s short, and there’s a big, beautiful world waiting to be explored.

Frequently Asked Questions

Can you visit Niagara Falls from Boston?

Yes! You can hop on a quick flight with JetBlue or Southwest, or make it a Boston to Niagara Falls road trip by car or bus if you’re up for a longer (and more fun) journey.

Is Boston a good weekend getaway?

Absolutely! Boston’s packed with iconic sights, a rich history, and fantastic food. It’s a great place to explore for a weekend!

What activities can I enjoy in Cape Cod?

Cape Cod has a ton to do. Check out Highland Light in Truro, walk the trails along the Cape Cod National Seashore, and don’t forget to dig into some fresh seafood at local favorites.

What is special about the White Mountains?

The White Mountains are a paradise for nature lovers. Whether you’re into camping, hiking, or skiing, there’s adventure waiting. You can cozy up in a cabin or go for a luxury resort—the choice is yours!

What can I do in Acadia National Park?

Acadia’s trails, scenic views, and local breweries are worth the trip. Popular trails include The Beehive Loop and Jordan Pond Path.

 

Updated and republished: November 8, 2024