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4 Southern Vermont Weekend Getaways

There’s no denying it. Fall and Vermont are a winning pair — who doesn’t love those vibrant reds, yellows, and oranges that blanket the mountainsides? There’s much more to do in the Manchester area in addition to taking in the beautiful surroundings, and southern Vermont is home to a number of towns that are rich in history, arts, shopping, and adventuring — meaning there’s something to make any Vermont weekend getaway sparkle.

4 Southern Vermont Weekend Getaways to Enjoy in the Fall

Dorset Quarry a Southern VT Getaway (Wikimedia Commons)
Photo: Wikimedia Commons

History Buffs — Bennington

Bennington Monument VT Getaway by Joe Mabel/Wikimedia Commons
Photo: Joe Mabel via Wikimedia Commons

This storied town is famous for the Bennington Battle Monument, the tallest manmade structure in Vermont, which commemorates the Battle of Bennington during the Revolutionary War. Several other historical sites can be found here, including the Bennington Museum, which features everything from American folk paintings to 19th century stoneware. After you’re done touring museums and beautiful covered bridges, you can catch a movie at the classic drive-in theatre.

Outdoor Enthusiasts — West Dover & Mount Snow

The village of West Dover is known both far and wide for being home to Mount Snow, one of southern Vermont’s largest ski resorts — but it’s good for more than just hitting the slopes, offering year-round activities to keep your weekend itinerary jam-packed from start to finish. Start by taking a hike on any of eight hiking trails, race around on your mountain bike, and take a swing on the golf course. After you’ve had your fill of traversing on the ground, hop on a ski lift for a birds-eye foliage view and make all of Snapchat jealous.

Mount Snow ski trails from afar
Photo: Wikimedia Commons



Foodies of the World — Stratton Mountain

Stratton Mountain is southern Vermont’s highest peak — its summit sits at a whopping 3,940 ft, only a breathtaking gondola ride away. Stratton is a Green Mountain go-to for challenging fall hiking trails, but the resort has much to offer on the ground as well. The Village offers abundant opportunities to shop ‘till you drop and indulge in Vermont’s finest flavors — grab a made-to-order deli lunch sandwich with the freshest locally sourced ingredients, have a delicious meal off the pub menus at Bar 802 or the Fire Tower Restaurant & Tavern, and even satisfy your sweet tooth at Mountain Sweets.

Quiet Getaway Seekers — Dorset, Vermont

If you’re looking for a low-key spot to spend your weekend, the town of Dorset is for you. This village is home to about 2,000 residents, but don’t its size fool you — big things come in small packages. Catch an award-winning production at the Dorset Players theatre and browse local village-scale shops that have been selling handmade pottery, oriental rugs, original artwork, and more for over a century. Located just north of Manchester, Dorset is the perfect place for those looking for a private, quiet getaway along the hills with some quaint New England charm.

A trip to southern Vermont is an experience like no other, and there’s more than enough choices to fill up your weekend getaway. Start planning your trip and see for yourself why this neck of the woods has us indefinitely mountain-crazed.

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