There are many charming towns near Boston that are just picture perfect for your next weekend getaway. These hidden gems offer a perfect blend of history, culture, and natural beauty, all within a short drive from the city. Whether you’re craving coastal views, outdoor adventures, or a journey back in time, these nearby destinations have something for everyone.

You’ll discover a world of possibilities just beyond Boston’s borders. From the stunning Gilded Age mansions of Newport to the artsy vibe of Provincetown on Cape Cod, each town has its own unique character. You can explore historical sites, enjoy outdoor activities, or simply relax in picturesque settings. These towns close to Boston provide the ideal backdrop for day trips or extended weekend stays, allowing you to recharge and create lasting memories without venturing too far from home.

Newport: A Gilded Age Getaway

Newport: A Gilded Age Getaway

You’ll step back in time as you explore Newport, Rhode Island, a picturesque coastal town that was once the summer playground for America’s wealthiest families during the Gilded Age. This charming destination offers a perfect blend of history, luxury, and natural beauty, making it an ideal weekend getaway from Boston.

Newport’s Mansion Tours

To experience the opulence of the Gilded Age, you can tour the stunning mansions that line Newport’s streets. The Breakers, Marble House, and Rosecliff are just a few of the grand estates open to visitors. These lavish summer homes offer a glimpse into the extravagant lifestyles of 19th and early 20th-century industrialists and socialites.

For a unique perspective, take the Servant Life Tour at The Elms. This guide-led tour, available daily at 10:30 am, 2 pm, and 3:30 pm, highlights the stories of the men and women who worked behind the scenes to maintain Newport’s social whirl during the Gilded Age.

Newport’s Cliff Walk

To combine breathtaking ocean views with mansion sightseeing, head to the Newport Cliff Walk. This 3.5-mile public walkway hugs the coastline, offering stunning vistas of the Atlantic Ocean on one side and the town’s historic mansions on the other.

You can start your walk at the 40 Steps on Narragansett Avenue and continue south towards The Breakers Mansion. This section provides a lovely combination of ocean views and glimpses of Ochre Court and The Breakers. Alternatively, begin at Ruggles Avenue and walk south to Ledge Road to see more mansions, including Rosecliff, Marble House, and Rough Point.

Newport’s Sailing and Beach Activities

Known as the “Sailing Capital of the World,” Newport offers numerous opportunities to get out on the water. You can embark on a day sail, sunset cruise, or sightseeing tour to enjoy panoramic views of Newport’s iconic landmarks, including mansions, historic forts, and lighthouses.

For a relaxing day by the sea, Newport boasts several public beaches. Easton’s Beach (also known as First Beach), Gooseberry Beach, and Fort Adams State Beach are popular spots for swimming and sunbathing. After a day of exploration, you can unwind with a drink at The Lawn at Castle Hill, where you’ll enjoy unparalleled views of Narragansett Bay.

Burlington: A Quirky Vermont Escape

Burlington: A Quirky Vermont Escape

You’ll find a unique blend of charm and vibrancy in Burlington, Vermont, nestled along the picturesque shores of Lake Champlain. This quirky city offers an ideal escape from the everyday hustle, boasting a lively downtown, stunning waterfront, and a thriving local food and craft beer scene.

Burlington’s Church Street Marketplace

The heart of downtown Burlington beats at the Church Street Marketplace. This pedestrian-only street is a hub of activity, lined with over 100 local shops and restaurants. As you stroll down the four-block stretch, you’ll encounter street performers adding to the lively atmosphere. The marketplace offers an eclectic mix of shopping experiences, from unique outfits and home goods to local galleries and gift shops. With more than 30 restaurants within these four blocks, you’ll have plenty of options for breakfast, lunch, dinner, or a late-night snack.

Burlington’s Lake Champlain Waterfront

The stunning Lake Champlain waterfront is a highlight of any visit to Burlington. Take a leisurely walk along the Burlington Waterfront Park to soak in breathtaking views of the lake and the Adirondack Mountains beyond. For a more active experience, rent a bike and explore the Burlington Bike Path or the Island Line Trail, which offer scenic routes along the shoreline.

To get out on the water, you have numerous options. The Spirit of Ethan Allen offers sunset cruises, providing you with spectacular views of the lake and surrounding landscape. If you’re feeling adventurous, try your hand at water skiing, tubing, wakeboarding, kitesurfing, or windsurfing on the lake’s pristine waters.

Burlington’s Local Food and Craft Beer Scene

Burlington has earned a reputation for its thriving local food and craft beer scene. The city is home to numerous farm-to-table restaurants and artisanal food producers, offering you a taste of Vermont’s culinary traditions. To experience the local flavors firsthand, visit the Burlington Farmers’ Market, where you can sample fresh produce and artisanal goods.

For beer enthusiasts, Burlington’s craft brewery scene is not to be missed. Take a City Brew Tour to go behind the scenes at three of Vermont’s top breweries. Over the course of 3.5 hours, you’ll have the opportunity to taste up to a dozen different craft beers while learning about the Green Mountain State’s brewing history and processes.

Portland: Maine’s Coastal Gem

Portland: Maine's Coastal Gem

You’ll find a perfect blend of history, natural beauty, and culinary delights in Portland, Maine’s largest city. This coastal gem offers a unique experience that combines urban sophistication with small-town charm, making it an ideal destination for your weekend getaway from Boston.

Portland’s Old Port District

As you wander through the Old Port district, you’ll feel as if you’ve stepped onto a movie set. Cobblestone streets and 19th-century brick buildings create a historical atmosphere, while the bustling waterfront adds a lively maritime charm. This area, listed on the National Register of Historic Places, is a hub of activity with its boutiques, restaurants, and bars.

Explore Commercial Street, which runs along the harbor’s wharves. Here, you can browse fish markets, specialty stores, and enjoy the vibrant atmosphere. For a central gathering spot, head to Boothby Square on Fore Street. This charming area features an antique watering trough and is surrounded by taverns, local shops, and gourmet eateries.

Portland’s Lighthouse Tours

To experience the picturesque beauty of the Maine coastline, take a boat tour from Portland Harbor. These guided adventures offer breathtaking views of the rugged shoreline and showcase more lighthouses than any other tour in the state. You’ll have the opportunity to see iconic beacons such as Portland Breakwater Light, Spring Point Light, and Ram Island Ledge Light.

The highlight of your lighthouse tour will be a stop at Maine’s oldest and most iconic lighthouse, Portland Head Light. This historic beacon, with its striking architecture and stark coastal backdrop, has been guiding seafarers for more than 200 years. For a unique perspective, consider taking a trolley tour that combines city sights with a visit to Portland Head Light.

Portland’s Culinary Scene

Portland has earned a well-deserved reputation as a foodie mecca, with some considering it home to some of the best restaurants in the world. The city’s culinary offerings are diverse and cater to all budgets, from upscale dining to casual eateries.

For a taste of local flavors, visit the Harbor Fish Market, where you’ll find an array of fresh seafood, including lobster, haddock, and seasonal specialties. To fully immerse yourself in Portland’s food scene, consider taking a culinary walking tour of the Old Port. You’ll have the chance to sample dishes from popular establishments like Duckfat, known for its Belgian-style fries, and Eventide Oyster Co., a renowned oyster bar.

Don’t miss the opportunity to try a classic Maine lobster roll. While there are numerous spots to choose from, locals often recommend places like Portland Lobster Co. or High Roller Lobster Co. for an authentic taste of this regional delicacy.

Westford: A Year-Round Outdoor Destination

Westford: A Year-Round Outdoor Destination

Nestled in Massachusetts, Westford offers a diverse range of outdoor activities that cater to nature enthusiasts and adventure seekers throughout the year. This charming town provides an ideal escape from the city, with attractions that showcase the beauty of New England’s changing seasons.

Westford’s Nashoba Valley Ski Area

When winter blankets the landscape, you’ll find excitement at the Nashoba Valley Ski Area. This popular destination is perfect for downhill skiing and snowboarding enthusiasts. Whether you’re a seasoned pro or a beginner, the slopes offer varying levels of challenge. For a family-friendly adventure, try snow tubing—a thrilling way to enjoy the winter wonderland without the need for special skills.

Westford’s Hiking and Biking Trails

As the snow melts, Westford transforms into a haven for hikers and bikers. You’ll discover an extensive network of trails that wind through picturesque landscapes. The town connects to several notable paths, including:

  1. The Northern Rail Trail
  2. The Heritage Trail
  3. The Assabet River Rail Trail
  4. The Bay Colony Rail Trail
  5. The Border to Boston Trail (under development)

These trails offer you the chance to explore old mill towns, scenic river views, and the natural beauty of the Boston suburbs. Whether you prefer a leisurely walk or an invigorating bike ride, Westford’s trails provide options for all fitness levels.

Westford’s Butterfly Place

For a unique outdoor experience, visit The Butterfly Place. This indoor butterfly conservatory allows you to immerse yourself in a tropical paradise year-round. As you walk along winding pathways, you’ll encounter hundreds of free-flying butterflies from New England and exotic species from around the world. The warm, 80-85 degree environment creates the perfect conditions for these delicate creatures to thrive, offering you a magical escape regardless of the weather outside.

Provincetown: Cape Cod’s Artistic Haven

Provincetown: Cape Cod's Artistic Haven

At the very tip of Cape Cod, you’ll discover Provincetown, a vibrant destination that seamlessly blends natural beauty, artistic expression, and a welcoming LGBTQ+ culture. This picturesque town has been a haven for creatives and free spirits for over a century, offering a unique escape from the everyday.

Provincetown’s Art Galleries

As you stroll down Commercial Street, you’ll be immersed in Provincetown’s thriving art scene. The town’s East End, known as the gallery district, boasts over 40 art galleries showcasing local and visiting artists’ works. You can explore America’s oldest continuous art colony, which has welcomed artists for more than a hundred years. To fully experience the artistic pulse of Provincetown, don’t miss the weekly Friday night art openings. These events provide a perfect opportunity to meet artists and gallery owners while appreciating the diverse range of creative expressions.

Provincetown’s Beaches and Dunes

Provincetown’s natural beauty is as captivating as its artistic offerings. You’ll find miles of pristine beaches and rolling sand dunes that have inspired artists for generations. Within the Cape Cod National Seashore, you can visit Herring Cove Beach and Race Point Beach, both recognized as some of the best beaches on the Cape. Herring Cove Beach is particularly famous for its breathtaking sunsets over the Atlantic, creating a living canvas that rivals any painting. For a unique experience, take a one-hour tour with Art’s Dune Tours to glimpse the legendary dune shacks where artists and writers like Jack Kerouac and Tennessee Williams sought solitude and inspiration.

Provincetown’s LGBTQ+ Culture

Provincetown has a long history of openness and acceptance, making it a top LGBTQ+ destination worldwide. You’ll find a vibrant and welcoming culture that celebrates diversity and inclusion. The town hosts several significant LGBTQ+ events throughout the year, including Provincetown Pride, Bear Week (the largest gathering of bears in the world), and Family Week (the biggest gathering of LGBTQ+ families globally). For a taste of the local LGBTQ+ scene, join the daily Boatslip Tea Dance on the West End, a lively dance event that runs from 4-7 p.m. during the season and welcomes everyone.

PLAN A WEEKEND GETAWAY TO THESE SMALL TOWNS NEAR BOSTON

As we’ve seen, the charming small towns near Boston offer a wealth of experiences for weekend getaways. From Newport’s Gilded Age grandeur to Provincetown’s artistic flair, each destination has its own unique character. These nearby escapes provide a chance to explore historical sites, enjoy outdoor activities, and soak in picturesque settings without venturing far from home.

Whether you’re drawn to coastal views, cultural experiences, or outdoor adventures, these towns have something for everyone. They give visitors a chance to recharge and create lasting memories. So next time you’re looking to break free from the city’s hustle and bustle, consider one of these hidden gems for an unforgettable weekend retreat.

FAQs

1. Which town near Boston is considered the most picturesque?
Concord is renowned for its natural beauty and historical significance, making it one of the most attractive towns in New England. Located just a 45-minute drive from Boston, it features a charming town center at the confluence of the Sudbury, Assabet, and Concord Rivers.

2. How far is Concord from Boston?
Concord is approximately 45 minutes away from Boston by car. It is a lively town with a population of around 17,000, offering a wide range of attractions suitable for various interests.

3. What are some towns located near Boston?
Near Boston, you can find several towns including Cambridge, Somerville, Medford, Watertown, Worcester, Everett, Attleboro, and Arlington. These towns are in close proximity and offer their own unique attractions and amenities.

4. Where is the most beautiful area in Boston?
Beacon Hill is widely regarded as one of the most beautiful and picturesque areas in Boston, known for its well-preserved historic architecture and charming streets.

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