Old Bennington, VT
Travel Guide
Visit Old Bennington
The Four Chimneys Inn
"Had a great experience here. The staff was friendly and helpful. Chatting with the bartender and other guests at the bar over a nightcap made for an enjoyable evening. The room was clean and comfortable and the breakfast was fantastic."
Reviewed on May 26, 2026
Hotel Downstreet, an Ascend Collection Hotel
"Pool and hot tub"
Reviewed on May 31, 2026
The Williams Inn
"Wonderful Inn with wonderful people in a wonderful town. One of my favorite places anywhere."
Reviewed on May 30, 2026
Seasons On Mount Snow - Ski-in/Ski-out
"Good location. Nice 2 Bedroom space"
Reviewed on Apr 9, 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
"A beautiful, clean, and cozy stay. The modern space was bright and well-equipped with everything we needed, and the hot tub made it especially relaxing."
Reviewed on Apr 24, 2026
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
"Deck has since been updated from photo's and did not have any outdoor furniture. Had a few beautiful days could have used a chair or two. Woodstove was an additional fee. Gated pet yard was a great addition to those bringing pets. King bed was memory foam and very comfortable! Master bath doors need ..."
Reviewed on Apr 12, 2026
Popular places to visit
Bennington Battle Monument
After visiting Bennington Battle Monument, make a plan to see the other sights and activities in Old Bennington. Discover the coffeehouses and its art scene while you're in the area.
Bennington Museum
You can spend an afternoon studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses.
Prospect Mountain Cross-Country Ski Center
Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.
Bennington Center for the Arts
Enjoy an outing to Bennington Center for the Arts during your stay in Bennington. Experience the area's art scene and museums.
Southern Vermont College
Explore the campus of Southern Vermont College, during your travels in Bennington. While you're here, you can savor the charming coffeehouses.
Bennington Potters Yard
You can do some window-shopping at Bennington Potters Yard during your stay in Bennington. Discover the coffeehouses and its art scene while you're in the area.
