Local Attractions

Bennington Monument – Built in 1891, and standing 306 feet high, this landmark remains the tallest man-made structure in the state of Vermont to commemorate the Battle of Bennington. 

Bennington Museum – Featuring some of the most well-known work of renowned artist, Grandma Moses.

Mount Snow, Stratton, Bromley, Jiminy Peak, Killington and Prospect Mountain – Some of the nation’s best downhill ski areas both downhill and nordic!

Fishing areas abound – The Walloomsac River originates in the wilds of the Green Mountain National Forest and runs 17 miles alongside The Henry House. It is widely recognized for its great fly fishing. 

Fall foliage – The glorious colors of New England will steal your breath away, especially from the Hogback Mountain scenic overlook.

Canoeing or tubing down the Battenkill and Walloomsac Rivers are traditional summer pastimes for us Vermonters. 

Special events – There’s a constant flow of antique exhibitions, flea markets, auto shows and craft shows.

Brown’s Brewing Co. – Follow the Walloomsac River across from the Henry House and you’ll find the Walloomsac brewery taproom. Beer aside, the food to a must-try.

MASS MoCA –  A well-known contemporary art museum and performing arts center.

Clark Art Museum – One of only a handful of institutions globally with a dual mission as an art museum and center for research and higher education.

Williams College – Private liberal arts college has been named the best undergraduate institution in America.

Bennington College – Recently named “Most Vibrant Arts Community in the Country.” Alumni including American actors Carol Channing, Peter Dinklage and Alan Arkin. 

Robert Frost Stone House Museum – A literary landmark located only minutes away from Frost’s gravesite in Old Bennington. While you’re there, enjoy a beautiful nature walk via the Robert Frost Trailhead.

Madison Brewing Company – Known for their craft beer and mouth-watering food. The Madison’s have deep ties to the community, and in the early 1990s converted an old storefront in Bennington’s historic downtown into the area’s first brew pub. 

Vermont’s mountains aren’t called the Green Mountains for nothing! Check out our family’s favorite hiking spots along the Long & Appalachian Trails: Bald Mountain/White Rocks, Harmon Hill, Woodford State Park, Lye Brook Falls, Haystack, Equinox.