Old Bennington Travel Guide
Tourist 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 26 May 2026
Hotel Downstreet, an Ascend Collection Hotel
"Pool and hot tub"
Reviewed on 31 May 2026
The Williams Inn
"Wonderful Inn with wonderful people in a wonderful town. One of my favorite places anywhere."
Reviewed on 30 May 2026
Two Brooks Lodge
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in ..."
Reviewed on 20 Apr 2023
< 1 Mi to Historic District! Retreat in Bennington
"Two things can improved: 1). The bathroom needs to be renovated. It has a dirty look. 2). The security alarm was beeping irritatingly all the first night. This prevented us from getting anywhere near a good night sleep. I did not find the owner very responsive. He said someone would be there by 4 ..."
Reviewed on 21 Oct 2025
Long Trail House at Stratton Mountain Resort
"Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained"
Reviewed on 31 Jan 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 cafes and its art scene while you're in the area.
Bennington Museum
You can spend an afternoon exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.
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 savour the cosy cafes.
Bennington Potters Yard
You can do some window-shopping at Bennington Potters Yard during your trip to Bennington. Discover the cafes and its art scene while you're in the area.
Things to do
