Best Fall Weekend Getaways Near Boston


Whether you’ve just moved to the Boston area or the city’s been your home for years, fall is the perfect time to branch out and see your surroundings. The season brings brilliant foliage in hues of amber and scarlet, diminishing crowds, and countless things to do, making it the perfect time to explore.

You don’t have to go too far from home though—within a few hours drive of the city are plenty of places for an unforgettable fall weekend getaway. Below, check out our picks for some of the best weekend getaway spots perfect for checking off must-dos on your fall bucket list.

Fall foliage in Portland, Maine

Portland, ME

Just two hours north of Boston, Portland is a charming vacation spot that beckons to visitors from near and far. A hub for foodies, this coastal city boasts provides the perfect backdrop for your fall escape. Satisfy your seafood craving with a stop at a local, waterfront shack for a succulent lobster roll, sip on a beer flight at a brewery downtown, or indulge in food and spirits during Harvest on the Harbor. When you’ve had your fill of the local fare, view the area’s marine wildlife during a whale watch or browse the art galleries and museums that line the city’s cobblestone streets. Plan a quick trip to Portland this fall and you’ll surely enjoy some time to rest and recharge away from your Boston home.


Fall foliage in Newport Rhode Island

Newport, RI

While Newport’s beautiful beaches draw visitors from near and far during the summertime, this picturesque destination is just as fun during the fall. Because there’s no wrong season to indulge in a wine tasting, right? Hop from vineyard to vineyard, sample the local harvest, or stroll along Newport’s Cliff Walk with views of the ocean, rocky coastline and century-old mansions. This vibrant weekend getaway spot near Boston never disappoints!


fall foliage in lake champlain, vermont

Lake Champlain, VT

Once you arrive at Lake Champlain, you’ll quickly see that this fall hotspot is well worth the trek from Boston. Just over four hours from Boston, it is the picture of fall with its vibrant foliage, tree-lined hiking trails, and bountiful seasonal attractions. Pick your own apples and sip some cider at Shelburne Orchards or take in the autumnal landscape from a cruise on the Spirit of Ethan Allen.

And no trip to Lake Champlain is complete without taking a step back in time with a tour of Fort Ticonderoga, the most historic attraction in the Adirondacks.


Fall foliage in the berkshires massachusetts.

The Berkshires, MA

Crank up some tunes and hit the road—this idyllic destination is about a two-hour drive from downtown Boston and sure to please. When you get to this dazzling region of western Massachusetts, immerse yourself in the area’s natural beauty by taking the winding road to the top of Greylock for spectacular views or walk the rows of apple trees at one of the many nearby orchards. From its bounty of fall festivals to its plethora of scenic hiking trails, The Berkshires have lots to offer for a weekend getaway near Boston.


fall foliage on ski lift in Stowe, Vermont

Stowe, VT

Fall in Stowe offers blue skies, colorful foliage, crisp air, and lots of activities for visitors of all ages. For a thrilling, birds-eye view of Vermont’s magical autumn scenery, why not try hot air ballooning or zip-lining? If you prefer to keep your feet on the ground, must-visit trails include those found at Moss Glen Falls and Smugglers’ Notch State Park. Other popular things to do include touring the Ben & Jerry’s Waterbury Factory and taking the Auto Toll Road up to the summit ridge of Mt. Mansfield. Choose Stowe for a fall weekend getaway near Boston, and we guarantee the drive alone will have you reaching for your camera!