The 20 Best Weekend Getaways in New England

New England is renowned for its rich natural landscapes and diverse cultural attractions, making it an ideal destination for weekend getaways. This region encompasses six states: Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont.

Whether you’re interested in exploring historic towns, enjoying the tranquility of lakes, or experiencing the beauty of coastal scenery, New England offers a wide variety of options. The area is known for its distinct four seasons, each with its own unique charm.

The vibrant fall foliage and winter ski resorts, in particular, draw numerous visitors. Additionally, New England’s cuisine is not to be missed, featuring fresh seafood and authentic farm-to-table dishes.

For those looking to escape the hustle and bustle of city life and relax, a weekend getaway in New England provides the perfect opportunity. You can fully immerse yourself in the serenity of nature and the richness of local culture, making your weekend both fulfilling and memorable.

Weekend Getaways in New England

1. Martha’s Vineyard, Massachusetts

Martha’s Vineyard is a charming island located just south of Cape Cod. It is one of New England’s most beloved destinations, offering a perfect blend of scenic beauty, rich history, and laid-back island vibes. The island is accessible by ferry, and it’s a popular getaway for those looking to escape the hustle and bustle of city life.

Martha’s Vineyard is divided into six towns, each with its own distinct character. Edgartown, with its well-preserved 19th-century architecture, is a favorite for those interested in history. The town is home to the iconic Edgartown Lighthouse and offers picturesque views of the harbor. Oak Bluffs, on the other hand, is famous for its colorful “Gingerbread Cottages” and the oldest operating carousel in the country.

For nature lovers, Martha’s Vineyard offers plenty of outdoor activities. You can explore miles of hiking trails, take a bike ride along scenic paths, or relax on the island’s pristine beaches. South Beach is particularly popular for its wide stretches of sand and surf.

Dining on the island is a treat as well. Fresh seafood is a staple, with local restaurants serving everything from lobster rolls to clam chowder. Don’t forget to stop by Back Door Donuts in Oak Bluffs for a late-night snack – their apple fritters are legendary.

2. Bar Harbor, Maine

Bar Harbor is a small town on Mount Desert Island, offering a perfect gateway to Acadia National Park. This town is a favorite among nature enthusiasts and those looking to enjoy the rugged beauty of Maine’s coastline. 

Acadia National Park is the main attraction here. Visitors can drive up Cadillac Mountain, the highest point on the East Coast, for breathtaking sunrise views. The park also offers numerous hiking trails, ranging from easy walks to challenging climbs, such as the Precipice Trail. In the summer, kayaking along the coastline or whale watching tours are popular activities.

The town of Bar Harbor itself is charming, with a vibrant downtown area filled with shops, galleries, and restaurants. Many of the local eateries focus on seafood, with lobster being the star of the menu. A visit to the Side Street Café for a lobster roll or to Thurston’s Lobster Pound for a classic Maine lobster dinner is a must.

Bar Harbor also has a rich history, which can be explored at the Abbe Museum, dedicated to the Wabanaki Native Americans. For a leisurely afternoon, stroll along the Shore Path, a scenic walkway that offers beautiful views of Frenchman Bay.

3. Stowe, Vermont

Stowe, Vermont, is a picturesque town nestled in the Green Mountains. Known as the “Ski Capital of the East,” Stowe is a popular destination for winter sports enthusiasts. However, it’s a great year-round getaway, offering outdoor activities and scenic beauty in every season.

In the winter, Stowe Mountain Resort is the main attraction, offering some of the best skiing and snowboarding in New England. The resort features a variety of slopes suitable for all skill levels, as well as cross-country skiing trails. For non-skiers, there are options for snowshoeing, ice skating, and even dog sledding.

During the warmer months, Stowe transforms into a haven for hikers, bikers, and nature lovers. The town is surrounded by lush forests and trails, including the popular Stowe Recreation Path, a 5.3-mile trail that is perfect for walking, running, or biking. Mount Mansfield, the highest peak in Vermont, offers challenging hikes and stunning views.

Stowe’s village is also worth exploring, with its charming shops, art galleries, and restaurants. The town is known for its farm-to-table dining scene, with many restaurants sourcing ingredients from local farms.

Don’t miss a visit to the Trapp Family Lodge, founded by the famous von Trapp family of “The Sound of Music” fame, where you can enjoy Austrian-inspired cuisine and beautiful mountain views.

4. Portland, Maine

Portland, Maine, is a vibrant coastal city that offers a perfect blend of urban charm and natural beauty. It’s an ideal weekend getaway for those who love good food, art, and outdoor activities. The city is known for its historic Old Port district, where cobblestone streets are lined with 19th-century brick buildings, now home to boutiques, galleries, and restaurants.

One of Portland’s biggest draws is its food scene. It has become a culinary hotspot in recent years, with a range of dining options that showcase local ingredients. For a true taste of Maine, head to Eventide Oyster Co. for fresh oysters or a lobster roll.

If you’re a beer enthusiast, Portland won’t disappoint. The city boasts a thriving craft beer scene, with popular spots like Allagash Brewing Company offering tours and tastings.

Beyond the food and drink, Portland offers plenty of outdoor activities. Take a walk along the Eastern Promenade, a scenic park that overlooks Casco Bay. From here, you can catch a ferry to the nearby islands for a day of exploration. If you’re interested in history, don’t miss the Portland Head Light, one of the oldest and most photographed lighthouses in the United States.

5. Newport, Rhode Island

Newport, Rhode Island, is famous for its stunning coastal scenery and grand historic mansions. This charming town has long been a favorite weekend destination, offering a mix of culture, history, and outdoor activities.

The Newport Mansions are the town’s most iconic attractions. These opulent homes were built during the Gilded Age by some of America’s wealthiest families. The Breakers, a Vanderbilt mansion, is the most famous and offers a glimpse into the lavish lifestyle of the time. The Cliff Walk is another must-do activity in Newport.

This 3.5-mile scenic trail runs along the eastern shore, offering breathtaking views of the Atlantic Ocean and the mansions perched on the cliffs.

Newport is also known for its vibrant sailing culture. If you visit in the summer, you might catch a regatta or take a sailing tour of the harbor. For beach lovers, Easton’s Beach is a popular spot for sunbathing and swimming.

Dining in Newport is a treat, with many restaurants offering fresh seafood with ocean views. Try The Mooring for a classic seafood experience or The White Horse Tavern, the oldest operating tavern in the United States, for a meal steeped in history.

6. Block Island, Rhode Island

Block Island, Rhode Island, is a serene and scenic destination perfect for a weekend escape. Located about 13 miles off the coast, this small island offers a peaceful retreat with stunning beaches, nature reserves, and charming New England vibes.

The best way to explore Block Island is by bike or moped, as the island is small and easy to navigate. Mohegan Bluffs is one of the island’s most dramatic natural features, with steep cliffs that offer stunning views of the Atlantic. A set of 141 wooden steps leads down to a secluded beach, making it a favorite spot for adventurous visitors.

Block Island is also home to several lighthouses, with the Southeast Light being the most famous. This historic lighthouse, built in 1875, sits atop the Mohegan Bluffs and is a must-visit for its breathtaking views and fascinating history.

The island has a relaxed atmosphere, and you’ll find plenty of small shops, cafes, and restaurants to explore. The downtown area near Old Harbor is where most of the action is, with quaint shops and eateries offering local fare. 

7. Berkshires, Massachusetts

The Berkshires in Massachusetts offer a perfect blend of natural beauty, culture, and relaxation. This region is famous for its rolling hills, quaint towns, and vibrant arts scene, making it an ideal weekend getaway. 

In the summer and fall, the Berkshires are a hiker’s paradise. The Appalachian Trail runs through the area, offering stunning views and varying levels of difficulty. Monument Mountain is a popular hike that rewards you with panoramic vistas of the surrounding landscape. If you visit in the fall, the foliage is spectacular, with vibrant reds, oranges, and yellows blanketing the hills.

For art lovers, the Berkshires are home to several world-class museums and cultural venues. The Massachusetts Museum of Contemporary Art (MASS MoCA) in North Adams is one of the largest centers for contemporary visual art in the country.

Tanglewood, the summer home of the Boston Symphony Orchestra, offers outdoor concerts in a beautiful setting. The Berkshires also boast charming small towns like Stockbridge and Lenox, where you can explore boutique shops, art galleries, and historic inns. 

8. White Mountains, New Hampshire

The White Mountains in New Hampshire are a haven for outdoor enthusiasts. This region is known for its rugged peaks, scenic drives, and endless opportunities for adventure. 

One of the highlights of the White Mountains is the Mount Washington Auto Road. This historic road takes you to the summit of Mount Washington, the highest peak in the Northeast.

The drive offers stunning views, and the summit provides an unforgettable panorama of the surrounding landscape. If you prefer a more active approach, numerous hiking trails lead to the top, including the challenging Tuckerman Ravine Trail.

In the fall, the Kancamagus Highway is a must-see. This scenic byway stretches for 34 miles through the White Mountain National Forest and is famous for its breathtaking foliage. Along the route, you’ll find numerous pull-offs where you can stop to take in the views, hike, or have a picnic.

During the winter, the White Mountains become a playground for skiers and snowboarders. Resorts like Bretton Woods and Cannon Mountain offer excellent slopes for all skill levels.

For those who prefer a slower pace, snowshoeing and cross-country skiing are popular activities in the area. The White Mountains also have charming towns like North Conway, where you can enjoy shopping, dining, and even a ride on the Conway Scenic Railroad. 

9. Mystic, Connecticut

Mystic, Connecticut, is a picturesque coastal town with a rich maritime history. It’s a perfect weekend destination for those who love the ocean, history, and quaint New England charm. Mystic is known for its well-preserved historic sites, family-friendly attractions, and vibrant downtown area.

One of the main attractions in Mystic is the Mystic Seaport Museum. This living history museum is the largest maritime museum in the United States and offers a fascinating look at America’s seafaring past. You can explore historic ships, stroll through a recreated 19th-century seafaring village, and even take a boat ride on the Mystic River.

Mystic is also home to the Mystic Aquarium, one of the top aquariums in the Northeast. Here, you can see beluga whales, African penguins, and a variety of marine life. The aquarium also offers interactive exhibits and educational programs, making it a great stop for families.

The downtown area of Mystic is charming, with its mix of shops, restaurants, and historic buildings. You can walk across the famous Mystic River Bascule Bridge, which opens several times a day to allow boats to pass.

Be sure to stop at Mystic Pizza, made famous by the 1988 movie of the same name, for a slice of their famous pie. Mystic also offers beautiful coastal scenery. Take a stroll along the waterfront, visit nearby beaches, or take a sunset cruise on the river. 

10. Cape Cod, Massachusetts

Cape Cod is one of New England’s most beloved weekend getaways. This picturesque peninsula offers beautiful beaches, charming towns, and a relaxed coastal vibe. It’s a perfect destination for families, couples, or solo travelers looking to unwind and enjoy the ocean.

The Cape is famous for its sandy beaches. Coast Guard Beach in Eastham and Race Point Beach in Provincetown are two of the most popular spots. Both offer stunning views and are perfect for swimming, sunbathing, or taking long walks along the shore. For a more secluded experience, head to the National Seashore, where you can find quiet stretches of sand away from the crowds.

Cape Cod is also known for its quaint towns. Provincetown, located at the tip of the Cape, is lively and colorful, with a thriving arts scene and plenty of restaurants and shops. Chatham, on the other hand, offers a more classic New England feel, with its historic lighthouse, beautiful Main Street, and charming inns.

Don’t miss the opportunity to try fresh seafood while on the Cape. Lobster rolls, clam chowder, and fried clams are local specialties. Many restaurants offer waterfront dining, where you can enjoy your meal with a view of the ocean. 

11. Lake Winnipesaukee, New Hampshire

Lake Winnipesaukee is the largest lake in New Hampshire and a favorite spot for a weekend escape. With its crystal-clear waters, scenic surroundings, and variety of activities, it’s an ideal destination for outdoor enthusiasts and those looking to relax by the water.

Boating is one of the most popular activities on Lake Winnipesaukee. You can rent a boat, kayak, or paddleboard to explore the lake’s many coves and islands. The lake is dotted with small islands, some of which have secluded beaches where you can stop for a picnic or a swim.

If you prefer a more laid-back experience, you can take a cruise on the M/S Mount Washington, a historic steamship that offers scenic tours of the lake.

Fishing is another favorite pastime on the lake. The waters are home to a variety of fish, including bass, trout, and salmon. Whether you’re an experienced angler or a beginner, the lake offers plenty of opportunities to cast a line.

For those who prefer to stay on land, the area around Lake Winnipesaukee offers plenty of hiking trails with beautiful views of the lake and the surrounding mountains. The town of Meredith, located on the western shore, is a great place to explore.

It has a charming downtown area with shops, restaurants, and a scenic waterfront park. In the evening, relax by the lake and watch the sunset, or visit one of the local restaurants for a casual dinner. 

12. Burlington, Vermont

Burlington, Vermont, is a vibrant college town located on the shores of Lake Champlain. It’s known for its lively arts scene, beautiful natural surroundings, and friendly, laid-back atmosphere. 

One of the best ways to experience Burlington is by spending time on Lake Champlain. You can rent a kayak or paddleboard to explore the lake, or take a scenic cruise to enjoy the views of the Adirondack Mountains. The Burlington Bike Path runs along the waterfront and is perfect for a leisurely bike ride or walk, offering stunning views of the lake and the surrounding area.

Downtown Burlington is the heart of the city, with its pedestrian-only Church Street Marketplace. Here, you’ll find a variety of shops, cafes, and restaurants. The marketplace often hosts live music and events, creating a lively and fun atmosphere. Don’t miss the chance to visit the local breweries and try some of Vermont’s famous craft beers.

For a taste of local culture, visit the Shelburne Museum, located just a short drive from Burlington. This unique museum offers a fascinating collection of American folk art, quilts, and historic buildings. If you’re visiting in the fall, take a drive through the nearby Green Mountains to enjoy the stunning foliage.

13. Providence, Rhode Island

Providence, Rhode Island, is a vibrant city with a rich history and a lively arts scene. It’s a perfect weekend getaway for those who enjoy exploring cultural attractions, dining at excellent restaurants, and taking in the unique character of a New England city.

One of Providence’s main attractions is its historic architecture. The East Side is home to Benefit Street, known as the “Mile of History,” where you can stroll along and admire beautifully preserved 18th and 19th-century homes. The Rhode Island State House, with its impressive dome, is another must-see.

Providence is also famous for its food scene. The city offers a wide range of dining options, from classic Italian cuisine in the Federal Hill neighborhood to trendy farm-to-table restaurants downtown. Be sure to visit WaterFire, a public art installation where bonfires light up the rivers that run through downtown, creating a magical atmosphere.

For art lovers, the RISD Museum, associated with the Rhode Island School of Design, offers an extensive collection of art and design, ranging from ancient artifacts to contemporary works. The city’s creative energy is also evident in its numerous galleries, theaters, and music venues. 

14. Acadia National Park, Maine

Acadia National Park, located on Mount Desert Island in Maine, is a nature lover’s paradise. It’s one of the most visited national parks in the United States, and for good reason. The park offers stunning landscapes, from rugged coastlines to lush forests, making it an ideal spot for a weekend getaway.

Hiking is one of the main activities in Acadia. The park has over 120 miles of trails, ranging from easy walks to challenging climbs. One of the most popular hikes is the trail up Cadillac Mountain, the highest point on the East Coast.

The summit offers breathtaking views, especially at sunrise. For those looking for a less strenuous option, the Ocean Path trail provides beautiful coastal views and access to iconic spots like Thunder Hole and Otter Cliffs.

Acadia is also a great place for wildlife watching. You might spot bald eagles, peregrine falcons, or even a moose. The park’s coastline is perfect for kayaking, and the carriage roads offer a peaceful setting for biking.

If you’re visiting Acadia, make sure to explore the charming town of Bar Harbor, located just outside the park. The town offers a variety of shops, restaurants, and galleries, as well as opportunities for whale watching tours. 

15. Lenox, Massachusetts

Lenox, Massachusetts, is a charming town nestled in the Berkshires, known for its cultural attractions and scenic beauty. It’s an ideal weekend getaway for those who enjoy a mix of arts, history, and outdoor activities.

One of Lenox’s biggest draws is Tanglewood, the summer home of the Boston Symphony Orchestra. During the summer months, you can enjoy outdoor concerts in a beautiful setting, surrounded by rolling hills and lush greenery. The Tanglewood grounds are perfect for a picnic before the concert, and the music is world-class.

Lenox is also home to The Mount, the historic estate of author Edith Wharton. You can tour the beautifully restored mansion and gardens, which offer a glimpse into the life of one of America’s greatest writers. The estate hosts various events throughout the year, including literary readings, garden tours, and theatrical performances.

For outdoor enthusiasts, Lenox offers access to several hiking trails, including those in nearby Pleasant Valley Wildlife Sanctuary. The sanctuary is a great place to explore the natural beauty of the Berkshires, with trails that wind through forests, wetlands, and meadows. The town of Lenox itself is picturesque, with its quaint streets lined with boutiques, galleries, and restaurants. 

16. Portsmouth, New Hampshire

Portsmouth, New Hampshire, is a charming coastal city with a rich history and vibrant downtown. It’s an ideal weekend getaway for those who enjoy exploring historic sites, shopping, and dining in a lively atmosphere. The city is known for its well-preserved 18th-century buildings and beautiful waterfront views.

One of the highlights of Portsmouth is Strawbery Banke Museum, an outdoor history museum that brings the city’s past to life. The museum features restored houses, gardens, and costumed interpreters who demonstrate traditional crafts and trades. It’s a great way to learn about the history of the area while enjoying a leisurely stroll through the picturesque grounds.

Portsmouth’s downtown area is bustling with activity. You’ll find a variety of boutique shops, art galleries, and restaurants offering everything from fresh seafood to international cuisine. The Portsmouth Brewery, one of the oldest craft breweries in New England, is a popular spot for a casual meal and a pint of local beer.

For a relaxing afternoon, take a walk along Prescott Park, a waterfront park that hosts gardens, walking paths, and seasonal events like outdoor concerts and theater performances. 

17. Old Saybrook, Connecticut

Old Saybrook, Connecticut, is a picturesque town located where the Connecticut River meets Long Island Sound. It’s one of the oldest towns in the state, with a rich history and a relaxed, coastal vibe. This charming town is perfect for a quiet, laid-back weekend getaway.

One of the main attractions in Old Saybrook is the Saybrook Point Lighthouse, which offers stunning views of the river and the sound. You can take a leisurely walk along the waterfront, enjoy the scenery, and even spot some local wildlife. The nearby Harvey’s Beach is a small, sandy beach that’s ideal for a peaceful day by the water.

Old Saybrook’s Main Street is lined with historic buildings, boutique shops, and cozy cafes. It’s a great place to explore on foot, taking in the small-town charm and friendly atmosphere. Be sure to visit the Katharine Hepburn Cultural Arts Center, also known as “The Kate,” which hosts a variety of performances, including concerts, theater, and film screenings. The center is named after the famous actress, who was a longtime resident of Old Saybrook.

For dining, you’ll find several excellent seafood restaurants offering fresh catches from the sound. Whether you’re enjoying a lobster roll or a plate of clams, the local cuisine is sure to satisfy.

18. Kennebunkport, Maine

Kennebunkport, Maine, is a classic New England coastal town known for its beautiful beaches, charming downtown, and luxurious inns. It’s a popular weekend getaway destination, offering a mix of relaxation and outdoor activities in a picturesque setting.

Dock Square is the heart of Kennebunkport, filled with boutique shops, art galleries, and restaurants. The area is perfect for a leisurely afternoon of shopping and exploring. You’ll find everything from unique gifts and local crafts to high-end clothing and jewelry. After shopping, stop by one of the local cafes or ice cream shops for a treat.

Kennebunkport is also known for its stunning coastline. Goose Rocks Beach is one of the most popular beaches in the area, offering soft sand, gentle waves, and beautiful views. It’s a great spot for swimming, sunbathing, or simply taking a long walk along the shore. For a more active experience, you can rent a kayak or paddleboard and explore the calm waters of the Kennebunk River.

The town is home to several historic inns and bed-and-breakfasts, offering a cozy and luxurious place to stay. Many of these accommodations feature charming decor, gourmet breakfasts, and beautiful gardens. Dining in Kennebunkport is a treat, with many restaurants offering fresh seafood and ocean views. 

19. Woodstock, Vermont

Woodstock, Vermont, is a quintessential New England town that offers a perfect blend of natural beauty, historic charm, and cultural attractions. It’s an ideal weekend getaway for those looking to experience the serene and picturesque countryside of Vermont.

One of the main attractions in Woodstock is the Billings Farm & Museum. This working dairy farm offers a glimpse into Vermont’s agricultural history and provides fun, hands-on experiences for visitors of all ages. You can tour the farm, interact with the animals, and learn about traditional farming practices.

For outdoor enthusiasts, the Marsh-Billings-Rockefeller National Historical Park offers a network of scenic trails that wind through forests and past historic landmarks. The park is especially beautiful in the fall when the foliage turns vibrant shades of red, orange, and yellow. You can hike, bike, or simply take a leisurely stroll to soak in the natural beauty.

Woodstock’s downtown area is charming, with its historic buildings, boutique shops, and cozy cafes. The Woodstock Inn & Resort is a popular spot for visitors, offering luxurious accommodations and a range of amenities, including a spa and golf course. 

20. Nantucket, Massachusetts

Nantucket, Massachusetts, is a charming island located 30 miles off the coast of Cape Cod. It is known for its beautiful beaches, historic architecture, and laid-back atmosphere.

One of the highlights of a visit to Nantucket is exploring the island’s historic downtown area. The cobblestone streets are lined with well-preserved 18th and 19th-century buildings, many of which now house boutiques, art galleries, and restaurants. The Whaling Museum is a must-visit, offering fascinating exhibits on the island’s whaling history and maritime heritage.

Nantucket’s beaches are some of the most beautiful in New England. Surfside Beach is popular for its wide sandy shores and great surf, while Jetties Beach is more family-friendly, with calm waters and plenty of amenities. For a more secluded experience, head to Siasconset Beach on the eastern side of the island, where you can enjoy a peaceful day by the ocean.

Biking is a great way to explore Nantucket. The island has miles of bike paths that take you through scenic landscapes, including cranberry bogs, moors, and coastal dunes. Renting a bike and spending a day exploring at your own pace is a quintessential Nantucket experience.

Nantucket’s dining scene is another highlight. Fresh seafood is a staple, with many restaurants offering dishes made with locally caught fish and shellfish. A visit to the island wouldn’t be complete without trying a lobster roll or clam chowder.

Final Thoughts

New England offers a diverse array of weekend getaways that cater to every type of traveler. Each destination provides its own unique experience, from coastal towns to scenic countryside retreats.

The beauty of New England lies in its ability to combine rich history with stunning natural landscapes, making every visit memorable. As you plan your next escape, you’ll find that New England’s welcoming atmosphere and varied attractions make it an ideal choice for a refreshing and enjoyable weekend.