Drinks & Nightlife
Great beer, good service, friendly staff.
42 locals recommend
Madison Brewing Company Pub & Restaurant
428 Main StGreat beer, good service, friendly staff.
Great beer and wine with a good food selections. Well managed with good service. A favorite among locals.
12 locals recommend
The Tap House at Catamount Glass
309 County StGreat beer and wine with a good food selections. Well managed with good service. A favorite among locals.
Food Scene
Allegro
520 Main StWhite tablecloth, Northern Italian.
This iconic diner is well worth the stop if you can get in. The food is dependably good in a setting that speaks to a bygone era.
40 locals recommend
The Blue Benn
314 North StThis iconic diner is well worth the stop if you can get in. The food is dependably good in a setting that speaks to a bygone era.
Fantastic veggies (Wildstone, True Love and Mighty Food Farms) and meats (Lisa Saunders). Susan Grimshaw's Raspberry Rhubarb Jam is the bomb...if you like jams, this is amazing. Every Saturday May-Tuesday, second and fourth Saturday November-April.
Walloomsac Farmers' Market
650 Veterans Memorial DrFantastic veggies (Wildstone, True Love and Mighty Food Farms) and meats (Lisa Saunders). Susan Grimshaw's Raspberry Rhubarb Jam is the bomb...if you like jams, this is amazing. Every Saturday May-Tuesday, second and fourth Saturday November-April.
Sightseeing
The monument commemorates a turning point in the Revolution when the Green Mountain Boys and the New Hampshire Militia came over the mountains on a road within walking distance from Stone's Camp to defeat General John Burgoyne's Hessians.
72 locals recommend
Bennington Battle Monument
15 Monument CirThe monument commemorates a turning point in the Revolution when the Green Mountain Boys and the New Hampshire Militia came over the mountains on a road within walking distance from Stone's Camp to defeat General John Burgoyne's Hessians.
There are three covered bridges in the area...take a drive and see all of them.
11 locals recommend
Silk Road Covered Bridge
Silk RoadThere are three covered bridges in the area...take a drive and see all of them.
Shopping
Not a mall but a place I continue to shop at despite having lived here for so long. Get a batter bowl- they make excellent wedding presents.
33 locals recommend
Bennington Potters
324 County StNot a mall but a place I continue to shop at despite having lived here for so long. Get a batter bowl- they make excellent wedding presents.
Entertainment & Activities
Oldcastle Theatre
331 Main StLive theater, sometimes a movie- this is a lovely hidden gem.
If you want to get a real thrill, go up with Alex on a tandem jump from Bennington's Airport. Everyone loves it!
Green Mountain Skydiving
1563 Walloomsac RoadIf you want to get a real thrill, go up with Alex on a tandem jump from Bennington's Airport. Everyone loves it!
Arts & Culture
Best know for its Granda Moses art collection, other exhibits trace the area's history to the present day, along with other offerings.
61 locals recommend
Bennington Museum
75 Main StBest know for its Granda Moses art collection, other exhibits trace the area's history to the present day, along with other offerings.
Essentials
If you want organic groceries, Spice 'n Nice will have it. Wide variety in a small store.
9 locals recommend
Spice'n Nice
223 North StIf you want organic groceries, Spice 'n Nice will have it. Wide variety in a small store.
Stop at Henry's and go to the rear of the store and ask someone to cut you a pound of their three-year old cheddar. It is the stuff of legend. Their meats are also first-class.
7 locals recommend
Henry's Market Inc
831 Main StStop at Henry's and go to the rear of the store and ask someone to cut you a pound of their three-year old cheddar. It is the stuff of legend. Their meats are also first-class.