Old Bennington
Travel Guide





Visit Old Bennington

The Four Chimneys Inn
This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was ...
Reviewed on 2 Sept, 2025

The Williams Inn
Bb
Reviewed on 17 Nov, 2025

Hotel Downstreet, an Ascend Collection Hotel
Wonderful Experience
Reviewed on 23 Nov, 2025

Bennington Gem w/ Smart TV Near Historic District!
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

Breathtaking Mtn Views: Stylish Rustic Retreat!

Long Trail House at Stratton Mountain Resort
Nice lodge. Room needs updating
Reviewed on 19 Oct, 2025
Popular places to visit

Bennington Battle Monument
Learn about the local history of Old Bennington with a stop at Bennington Battle Monument. In the area, take in the art scene and mountain views.

Old First Congregational Church
Find out about the history of Old Bennington when you spend time at Old First Congregational Church. In the area, take in the art scene and mountain views.
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.
Prospect Mountain Nordic Ski Center
Hit the slopes in Woodford with a visit to Prospect Mountain Nordic Ski Center. Discover the area's mountain views and cafes.
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.
Robert Frost Stone House Museum
You can spend an afternoon browsing the exhibits at Robert Frost Stone House Museum during your travels in Bennington. Discover the area's cosy cafes and its fascinating museums.
Things to do


