Guidebook for Bennington
Food Scene
Slightly upscale, delicious Italian food, in walking distance to my house.
22 locals recommend
Allegro
520 Main StSlightly upscale, delicious Italian food, in walking distance to my house.
Drinks & Nightlife
Local beers on tap in a trendy, cozy atmosphere. Often has live music, open late, and is in walking distance to my house.
16 locals recommend
Harvest Brewing
201 South StLocal beers on tap in a trendy, cozy atmosphere. Often has live music, open late, and is in walking distance to my house.
Cute brewery with trendy decor in an old factory. On the VT/NY border.
35 locals recommend
Brown's Brewing Company's Walloomsac Taproom and Brewery
50 Factory Hill RdCute brewery with trendy decor in an old factory. On the VT/NY border.
Sightseeing
One of the largest obelisks in the country and the tallest structure in VT. Travel to the top and see three states. Surrounded by beautiful houses and lots of history. Check out the nearby cemetery and Congregationalist church for more Rev War history (plus, Robert Frost is buried there).
72 locals recommend
Bennington Battle Monument
15 Monument CirOne of the largest obelisks in the country and the tallest structure in VT. Travel to the top and see three states. Surrounded by beautiful houses and lots of history. Check out the nearby cemetery and Congregationalist church for more Rev War history (plus, Robert Frost is buried there).
Parks & Nature
Part of the Appalachian Trail and the Long Trail...hike about 3 miles for stunning views. Perfect little day hike. Is a short 4 mile drive from my house.
Harmon Hill
Part of the Appalachian Trail and the Long Trail...hike about 3 miles for stunning views. Perfect little day hike. Is a short 4 mile drive from my house.
Arts & Culture
My FAVORITE art museum. Lots to see, but you can do the whole place in a day. Has one of the best collections in the country. Also has some great walking trails and views of Williamstown.
329 locals recommend
The Clark Art Institute
225 South StMy FAVORITE art museum. Lots to see, but you can do the whole place in a day. Has one of the best collections in the country. Also has some great walking trails and views of Williamstown.
Shopping
Room after room of antiques! Any history/vintage lover will be able to spend hours there!
Antiques at Camelot
66 Colgate HeightsRoom after room of antiques! Any history/vintage lover will be able to spend hours there!
Entertainment & Activities
The big ski resort! About 30 minutes from Bennington. Wilmington is a pretty cute town for shopping too.
231 locals recommend
Mount Snow
The big ski resort! About 30 minutes from Bennington. Wilmington is a pretty cute town for shopping too.