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Molly Stark Byway

Vermont's Heritage Trail

The Molly Stark Byway, Vermont’s southern-most byway, winds its way through lowland valleys, historic villages, busy downtowns, and the spectacular Green Mountain National Forest. Named after the wife of General John Stark, who led the Colonial militia to a victory at the Battle of Bennington on August 16, 1777, the Molly Stark Byway links historic Bennington in the west, to arts-oriented Brattleboro in the east.

The region is filled with legendary Vermont names like Ethan Allen, Robert Frost, and Grandma Moses. The byway links famous monuments, unique settlements (like Woodford, the highest village in Vermont at 2,215 feet above sea level), historic districts, hiking trails, state parks, winter sports centers, lakes, streams and waterfalls. Combine outdoor pursuits with great opportunities for shopping, dining, and exploring arts and heritage, and you have more than enough good reasons to visit.

Visit the Brattleboro Chamber for more information.


Vermont’s southernmost byway, discover the beauty of Vermont’s Green Mountain National Forest and the bustling downtowns and rich cultural scene of southern Vermont on the Molly Stark Byway.


Bennington July 4 Parade

History & Heritage

History runs deep in Bennington, the location of Revolutionary War events that helped defeat the British. The Bennington Monument, with its spectacular view of the region, and several local museums share this history. There’s also the Covered Bridge Museum, and for heritage of another sort, the Natural HIstory Museum in Marlboro.

Brattleboro Farmers Market

Chews & Brews

Visitors will discover great local restaurants that feature Vermont produce and products, as well as local brews and wines. Plan to take in the all-things-blue Deerfield Valley Blueberry Festival, or visit Honora Winery in Jacksonville.

Fishing in Woodford

Outdoor Recreation

Whether it is pond or stream fishing, swimming, cycling, golf, hiking, or one of  many winter activities, visitors to this region find so many ways to enjoy the outdoors. Take stock of this great location at the scenic overlook on Hogback Mountain, with its 100-mile view of three states.

Brattleboro Museum and Art Center

Arts & Culture

While there are plenty of galleries to whet most art appetites, there are also exemplary museums - including the Bennington Museum (fine, folk, decorative, modern and contemporary art) and the exciting Brattleboro Museum and Art Center. For music lovers, the renowned Marlboro Music Festival attracts loyal followers and international visitors alike.

Learn more about the Molly Stark Byway.