7 Weekend Getaways for Digital Nomads Living in Boston 2024

Boston, Massachusetts, is a hub for digital nomads who enjoy the blend of historical charm and modern amenities. While the city itself offers plenty to explore, sometimes a change of scenery is necessary to recharge and find new inspiration. Whether you're looking for a popular tourist spot or a hidden gem, the following weekend getaways provide the perfect escape from the hustle and bustle of city life. Cape Cod, MA For a classic New England experience, Cape Cod is the quintessential getaway with its quaint villages, seafood shacks, and picturesque beaches. The Cape offers a variety of activities, from exploring the Cape Cod National Seashore to visiting the historic lighthouses. Don't miss out on a whale-watching tour or a leisurely bike ride along the Cape Cod Rail Trail.

How to Get There: The CapeFLYER train runs seasonally from Boston to Cape Cod, making it an easy and scenic trip. Alternatively, driving from Boston takes about 1.5 to 2 hours, depending on your destination on the Cape.

Travel Tip: Visit the charming town of Provincetown at the tip of the Cape, known for its vibrant arts scene and LGBTQ+ friendly atmosphere.

Where to Stay: The Chatham Bars Inn offers luxury accommodations with stunning ocean views and a private beach. For a more intimate setting, try the Captain's House Inn, a charming bed and breakfast.

Where to Eat: The Lobster Pot in Provincetown is famous for its fresh seafood and waterfront dining experience. Don't leave without trying their award-winning clam chowder.

Martha's Vineyard, MA Martha's Vineyard is an island off the coast of Cape Cod, known for its laid-back atmosphere and beautiful landscapes. Explore the island's six towns, each with its own character, from the historic whaling town of Edgartown to the colorful gingerbread cottages of Oak Bluffs. Outdoor enthusiasts will enjoy the numerous trails and beaches, while foodies can indulge in the local cuisine.

How to Get There: The most common way to reach Martha's Vineyard is by ferry. The Steamship Authority offers year-round service from Woods Hole, and the trip takes about 45 minutes.

Travel Tip: Rent a bicycle to explore the island's scenic paths and charming towns at your own pace.

Where to Stay: The Harbor View Hotel in Edgartown provides elegant accommodations with stunning views of the Edgartown Lighthouse and harbor.

Where to Eat: Detour to the ArtCliff Diner for a hearty breakfast or brunch. Their creative takes on classic dishes are a local favorite.

Portsmouth, NH Just an hour north of Boston, Portsmouth, New Hampshire, offers a blend of historic sites and modern culture. Stroll through the charming downtown, visit the Strawbery Banke Museum, or take a cruise along the Piscataqua River. The city's thriving craft brewery scene is also worth exploring for beer aficionados.

How to Get There: Driving is the most straightforward option, with the journey taking approximately one hour via I-95 North. Alternatively, the C&J bus service offers comfortable rides from Boston to Portsmouth.

Travel Tip: Check out the Prescott Park Arts Festival during the summer months for outdoor theater and live music performances.

Where to Stay: The Hotel Portsmouth is a boutique hotel located in the heart of downtown, offering a cozy and convenient base for exploring the city.

Where to Eat: For a unique dining experience, visit The Black Trumpet Bistro, housed in a historic building on the waterfront, known for its innovative, globally-inspired cuisine.

Newport, RI Newport, Rhode Island, is a seaside city famous for its Gilded Age mansions, sailing culture, and stunning coastline. Take a mansion tour to glimpse into the opulent past, walk the scenic Cliff Walk, or enjoy a sunset sail around Narragansett Bay. Newport's rich history and vibrant arts scene make it a must-visit destination.

How to Get There: Newport is about a 1.5-hour drive from Boston. Public transportation options include taking a bus or a combination of train and bus services.

Travel Tip: Visit the International Tennis Hall of Fame to learn about the history of the sport and see the grass courts where legends have played.

Where to Stay: The Chanler at Cliff Walk offers luxurious accommodations with breathtaking ocean views and easy access to Newport's famous walking trail.

Where to Eat: The White Horse Tavern, America's oldest tavern, offers a historic dining experience with a menu that highlights local ingredients.

The Berkshires, MA The Berkshires of Western Massachusetts are a haven for arts and nature lovers. With its rolling hills, serene lakes, and cultural attractions like the Norman Rockwell Museum and Tanglewood Music Center, it's the perfect place to unwind and get inspired. Outdoor activities abound, from hiking to skiing, depending on the season.

How to Get There: The drive from Boston to the Berkshires takes about 2 to 2.5 hours. Alternatively, you can take a bus from Boston's South Station to various towns in the Berkshires.

Travel Tip: Don't miss a performance at the Jacob's Pillow Dance Festival, a premier dance center with a rich history.

Where to Stay: The Red Lion Inn in Stockbridge offers historic charm with modern amenities, and it's centrally located for exploring the region.

Where to Eat: Enjoy farm-to-table dining at the Prairie Whale in Great Barrington, where the seasonal menu reflects the best of the Berkshires.

Block Island, RI Block Island is a lesser-known gem located off the coast of Rhode Island. Known for its stunning bluffs, lighthouses, and preserved open spaces, it's a nature lover's paradise. Rent a bike or moped to explore the island's 17 miles of beaches and don't miss the Mohegan Bluffs for breathtaking views.

How to Get There: The most direct way to get to Block Island is by ferry. Services run from Point Judith, RI, and the trip takes about an hour.

Travel Tip: Visit the Block Island Historical Society to learn about the island's fascinating past and its role in regional maritime history.

Where to Stay: The Spring House Hotel offers beautiful accommodations with ocean views and is one of the island's iconic landmarks.

Where to Eat: The Oar offers casual dining with a view of the Great Salt Pond. Their sushi is a surprising delight on this little island.

Shelburne Falls, MA Shelburne Falls is a picturesque village in Western Massachusetts that's off the beaten path. It's home to the unique Bridge of Flowers, a former trolley bridge turned into a beautiful garden. The nearby Glacial Potholes at the Deerfield River showcase stunning geological formations. This quiet town is perfect for a peaceful retreat with a touch of artistic flair.

How to Get There: Driving from Boston takes about 2 hours. There are no direct public transportation options, but you can get close with regional bus services and then take a taxi.

Travel Tip: Check out the local artisans and galleries in the village for unique handcrafted items and artwork.

Where to Stay: The Deerfield Inn in nearby Historic Deerfield offers a cozy stay with a touch of history and is just a short drive from Shelburne Falls.

Where to Eat: Enjoy a meal at the Blue Rock Restaurant & Bar, which features creative dishes using local and seasonal ingredients.