Downtown Bennington  

Discover a town steeped in history during your visit to the Shires of Vermont.

At the crossroads of the historic Molly Stark Trail and the Ethan Allen Highway you will find the vibrant and beautiful heart of "the shires" - home to the arts, shopping, restaurants and cafes, live entertainment, family-owned motels, spectacular B&Bs,  and outdoor activities.  You can start you exploration of the area at the Downtown Visitor’s Center.

The wealth of Bennington's attractions include the Bennington Museum and Grandma Moses Schoolhouse, Bennington Potters, Bennington Center for the Arts and Covered Bridge Museum, Oldcastle Theater, the Bennington Arts Guild, the Bennington Battle Monument, Old First Church and Robert Frost's grave, galleries, Riverwalk, the Bennington Farmers Market, and art exhibits. 

Relax with your family on Main Street while visiting shops featuring Vermont products, one-of-a-kind pieces of art, handmade jewelry, hand-dipped chocolate, fresh baked breads and pastries, unique clothing and gifts, and the largest artist supply store in the state. 

Unwind at a sidewalk café, a roof top lounge, or a screened in patio, all located right on Main Street.  In the evening there’s fine dining, family dining, a slow cooked barbeque, or a Brew Pub to choose from.  Actually, Downtown Bennington has over 15 restaurants to choose from, all within walking distance of each other. 

Join the excitement at one of Downtown Bennington’s award-winning annual events: Mayfest Juried Arts & Crafts Festival, One Hundred for $100.00 Art Exhibit and Sale, the Aurora Dance Party, Summer in the Park Entertainment Series, Midnight Madness, Brewfest, October Festival, Art on the Street, St. Patrick’s Day, Battle Day, and Easter Basket Parades, Family Christmas Day, and the Car Show Cruise-In.

It’s easy to make Bennington your destination, located in Southwestern Vermont, and only three hours from either New York City and Boston. 

For downtown events, shops, inns, and restaurants or call 802-442-5758. For the entire Greater Bennington Area or call 802-447-3311.   

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