Old Bennington, VT
Travel Guide





Visit Old Bennington

The Four Chimneys Inn

Hotel Downstreet, an Ascend Collection Hotel
Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The ...
Reviewed on 2026/3/22

Hideaway Inn Mt. Snow
The bath soap container was empty. I asked a hotel staff member if she could refill the dispenser and she said she would bring it to my room in a few minutes. She never showed up as promised. I passed her on the way out 45 minutes later. She look at me and went on her business.
Reviewed on 2026/3/22

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 2025/10/21

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 2023/4/20

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 2026/1/31
Popular places to visit

Bennington Battle Monument
Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. 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.
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.
Woodford State Park
You can take time to visit Woodford State Park during your travels to Woodford.
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
You can spend an afternoon browsing the exhibits at Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savor the charming coffeehouses.
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 coffeehouses.
- Bennington Battle Monument
- Bennington Museum
- Massachusetts Museum of Contemporary Art
- The Clark Art Institute
- Mount Snow Golf Course
- Williamstown Theatre Festival
- Grafton Lakes State Park
- Bennington College
- Prospect Mountain Cross-Country Ski Center
- Sugar Shack
- Norman Rockwell Exhibition
- Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
- Bennington Battlefield Historic Site

