Best Weekend Trips
from Boston, MA

Fodor's recommends the best weekend getaway ideas near Boston, MA. Our itineraries include beach, family, and girl's getaway experiences.

  • Photo of Cape Cod
    Cape Cod

    Cool breezes, warm water, and an easily navigable town are some of Cape Cod's calling cards; attractions, shopping, and easy day trips to Martha's Vineyard and Nantucket round out the bill, with ample restaurants, beaches, and local entertainment.

    View Itinerary
    • Distance: 70 miles
    • Best Time: May to October
    • Best for: Family Outdoor Beaches
  • Photo of Martha's Vineyard
    Martha's Vineyard

    There's plenty of biking, hiking, and other outdoor pursuits in Martha's Vineyard. The Vineyard has attracted the rich, famous, and regular folk for its carefree lifestyle of flip-flops, bicycles, boats, sand, and perfect sunsets.

    View Itinerary
    • Distance: 90 miles
    • Best Time: May to October
    • Best for: Family Outdoor Beaches
  • Photo of Newport
    Newport

    There's a lot to love about this coastal gem, from glittery mansions with rolling lawns to top-notch restaurants and Champagne cruises. For friends (or lovers) looking for a fun weekend getaway, this charming seaside town delivers on all fronts.

    View Itinerary
    • Distance: 100 miles
    • Best Time: May to October
    • Best for: Girl's Getaway Romantic Food and Wine
  • Photo of Portland
    Portland

    Maine, only 100 or so miles up I-95 from Boston, is a world away from the city. Dotted with picturesque town centers and regal coastline, the span from Kittery to Freeport is an attitude-adjusting getaway—a place to find your center whether your relaxation comes from ocean scenery or generous amounts of retail therapy.

    View Itinerary
    • Distance: 108 miles
    • Best Time: May to October
    • Best for: Romantic Shopping Beaches
  • Photo of The Berkshire Mountains
    The Berkshire Mountains

    The hamlets nestled in the Berkshire Mountains are blessed with unspoiled scenery and terrific art, music, theater, and antiquing. Eight museums join renowned stage productions and dance festivals, plus a little music venue called Tanglewood in this idyllic corner of Massachusetts.

    View Itinerary
    • Distance: 143 miles
    • Best Time: May to November
    • Best for: Girl's Getaway Arts and Culture Food and Wine
  • Photo Credits

Advertisement