Best Cheap Long Weekend Trips Near Boston

Get out of the city for a weekend and enjoy all of the scenery, activities, food and culture that New England has to offer. Within three hours of Boston, vacation-seekers can find something budget friendly, whether they're looking to spend time at the beach, touring museums or browsing boutiques. Each state in the Northeast has something unique to share, and you don't have to pay an arm and a leg to find out what.

Martha's Vineyard, MA
www.mvol.com

The Steamship Authority ferry to Martha's Vineyard from Woods Hole, MA is only $16 roundtrip. And with greyhound buses running to Woods Hole every hour and the MBTA Cape Flyer heading there on weekends, it is easier and cheaper to get to Martha's Vineyard than ever before. Since getting there is so cheap, visitors can use their saved money on a nice place to stay instead. Though, there are still some great affordable lodging options on the island, like campsites. Further adding to your savings are the buses. The public transportation system on Martha's Vineyard makes it easy to get from town to town, or to the beach no matter where you are staying on the island. 

Brattleboro, VT
www.brattleboro.org

This adorable town in southern Vermont is just a two-hour drive west of Boston. This is the perfect spot for people who want to get away from the city for a weekend and enjoy some time in the woods. Brattleboro is quaint, and is host to countless boutiques, unbeatable delis and the annual Strolling of the Heifers festival. Many flock to Brattleboro for its old-school earthly vibe. While wandering down the streets, its easy to forget your cellphone and disconnect with technology for a while. There are also some great outdoor activities like hiking and boating on the nearby Connecticut River. Best of all is that Brattleboro has some really cute and affordable bed and breakfasts and hotels – some for under $100 per night!

Charlestown, RI
www.charlestownri.org

Many Massachusetts residents get distracted by Cape Cod and forget that Rhode Island has great beaches too. Charlestown, for example, is just a two-hour drive southwest of Boston, making travel time comparable with a weekend on the Cape. This beach town features cozy inns and classic seaside motels that are much more affordable than those in the nearby destinations of Newport, Watch Hill or Block Island. Charlestown is also known for its great waves, especially in August and September, making it a fun spot for novice surfers. 

Related:  Best Restaurants Where Kids Eat Free in the Boston Suburbs

Boothbay Harbor, ME www.boothbayharbor.org

Boothbay Harbor is another great seaside getaway in New England. There is no better place than Maine to escape from Boston for a weekend and enjoy a lobster dinner overlooking the Atlantic Ocean. Boothbay Harbor, in particular, is known for its quiet, rocky shores and small, but vibrant, fishing community. The town also showcases the authentic outdoor essence of Maine with nearby hiking, mountain biking and camping options. And during the off season, hotel and inn prices plummet, making Boothbay a great vacation spot without wasted time on travel or money on lodging. 

Portsmouth, NH
www.portsmouthnh.com

Depending on traffic, Bostonians can get to Portsmouth, New Hampshire in just about an hour. This is the closest weekend trip idea on this list, but Portsmouth doesn't lack any of the charm or activities offered by the others. This cute little city features fun, waterfront bars, great seafood and charming boutiques. Visitors can stay at downtown inns, like the Ale House Inn, for as little as $130 per night. The combination of a convenient location, low prices and scenic activities makes Portsmouth the ideal budget getaway for Bostonians. 

Related: Boston's Best Bars with Ladies Nights