Top 10 New England getaways
Turn your trip to AIA25 in Boston into a New England getaway! Whether you’re looking for a solo trip, weekend getaway, or a family-friendly adventure, this guide highlights 10 must-visit destinations that are a short drive, ferry, or train ride away.
Now is the best time to plan! Accommodations in popular spots like Martha’s Vineyard, Nantucket, and Portland fill up quickly—especially for June—so book your lodging as soon as possible! You can also see if your AIA25 hotel is available if you want to extend your stay in Boston!
Explore below or jump to getaways in Massachusetts, Maine, New Hampshire, Rhode Island, or Vermont.
Massachusetts
Martha’s Vineyard
Offering stunning beaches, scenic trails, and historic landmarks, Martha’s Vineyard is at the top of everyone’s bucket list in the greater Boston area. You can explore Edgartown—known for its beautifully preserved 18th- and 19th-century homes, take in the ocean views at the Gay Head Lighthouse in Aquinnah, and head to South Beach for some sunbathing or kayaking. The island is also home to quaint shops and a vibrant dining scene with plenty of fresh seafood options.
- Distance from Boston: Approximately 3 hours (2 hours driving to Woods Hole, then a 45-minute ferry)
- How to get there: Drive or take the Peter Pan bus to Woods Hole, then board the Steamship Authority ferry.
Nantucket
Blending historic charm and natural beauty, there’s countless ways to spend your time on Nantucket. Start at the Whaling Museum, which showcases artifacts from the island’s seafaring history. Bike to Brant Point Lighthouse or explore the coastal village of Siasconset. Unwind at Surfside or Cisco Beach or enjoy some of the island’s delicious farm-to-table restaurants and waterfront dining.
- Distance from Boston: Approximately 3.5 hours (2 hours driving to Hyannis, then 1-hour ferry)
- How to get there: Drive or take the Peter Pan bus to Hyannis, then board a Hy-Line or Steamship Authority ferry.
Provincetown
Located at the tip of Cape Cod, Provincetown is known for its stunning natural beauty, lively arts scene, and diverse activities for every traveler. Stroll along Commercial Street—a hub of art galleries, unique shops, and savory dining options. Outdoor enthusiasts can explore the Cape Cod National Seashore, hike the famous sand dunes, or embark on a whale-watching tour from Provincetown Harbor.
- Distance from Boston: Approximately 2.5 hours by car or 90 minutes by ferry.
- How to get there: Drive or board a fast ferry from Boston’s Seaport District.
Salem
Just a short trip north of Boston, Salem is a city steeped in history and culture. Explore the Peabody Essex Museum, home to Yin Yu Tang—a meticulously preserved 16-room Chinese house from the Qing Dynasty. Dive into Salem’s infamous witch trial history at the Salem Witch Museum and The House of the Seven Gables. You can also stroll along the waterfront, browse unique shops, and enjoy local seafood at one of the harbor-side restaurants.
- Distance from Boston: Approximately 40 minutes by car or train.
- How to get there: Drive, take the MBTA commuter rail, or ride the Salem Ferry from Long Wharf.
The Berkshires
Set against stunning mountain views, the Berkshires’ charming small towns offer a mix of outdoor adventure, arts, and culture. Hike Mount Greylock—the highest peak in Massachusetts, visit MASS MoCA in North Adams for one of the largest contemporary art museums in the U.S, and explore the Singer Sewing Machine Museum in Pittsfield for a unique glimpse into industrial history.
- Distance from Boston: Approximately 2.5 hours by car or 3.5 hours by train.
- How to get there: Drive, ride a Peter Pan bus, or take an Amtrak train to Pittsfield or nearby towns.
New Hampshire
Portsmouth
Portsmouth, NH blends coastal charm with family-friendly attractions. Visit the Strawbery Banke Museum—a living history village showcasing life from the 1600s to 1950s—or explore Market Square for shops and dining. Families will love the Seacoast Science Center at Odiorne Point State Park, featuring hands-on marine exhibits and coastal trails. Plus, local beaches like Rye and Wallis Sands are the perfect way to spend a day by the ocean.
- Distance from Boston: Approximately 1 hour by car.
- How to get there: Drive or take a C&J bus from Boston’s South Station.
Rhode Island
Newport
Renowned for its Gilded Age mansions, scenic coastal views, and sailing culture, Newport is Rhode Island’s premier vacation destination. Tour the Breakers and Marble House mansions, then walk the Cliff Walk—a picturesque trail with ocean views and historic estates. Embark on a harbor cruise or even try your hand at sailing with lessons from local charters. Enjoy dining and shopping along Thames Street or relax on Easton’s Beach.
- Distance from Boston: Approximately 2 hours by car or 2.5 hours by train.
- How to get there: Drive or take an Amtrak train to Kingston, RI followed by a short rideshare to Newport.
Vermont
Lake Champlain
Lake Champlain is an outdoor enthusiast’s dream getaway. You can rent a boat, kayak, or paddleboard to explore the lake or take a sunset cruise for scenic views of the Adirondacks. Visit the ECHO Leahy Center in Burlington—an interactive science museum perfect for families—or bike the Island Line Rail Trail, which crosses the lake on a beautiful causeway. The area also boasts charming towns, local breweries, and excellent farm-to-table dining.
- Distance from Boston: Approximately 4 hours by car.
- How to get there: Drive or take a Greyhound bus to Burlington, VT.
Maine
Portland
As one of the top foodie cities in the country, there’s no shortage of good seafood restaurants in Portland. Indulge in fresh lobster rolls and oysters at waterfront restaurants or explore the city’s many craft breweries like Belleflower and Argenta. Stroll through the historic Old Port for cobblestone streets, unique shops, and galleries. For a fun excursion, take a short ferry ride to Peaks Island, where you can rent a golf cart to explore the island’s beaches, trails, and charming cottages.
- Distance from Boston: Approximately 2 hours by car and train.
- How to get there: Drive, ride a Concord Coach Lines bus, or take an Amtrak Downeaster train.
Bar Harbor
Bar Harbor is the gateway to Acadia National Park—the seventh most visited park in the country. Hike Cadillac Mountain for sunrise views, explore the park’s carriage roads by bike, or kayak along the rocky coastline. Don’t miss the famous Sand Beach and Thunder Hole—two of Acadia’s most iconic attractions. In town, enjoy fresh seafood at local restaurants, browse artisan shops, and take a scenic boat tour to spot puffins, seals, or whales.
- Distance from Boston: Approximately 5 hours by car.
- How to get there: Drive or take a Concord Coach Lines bus.