Old Bennington Travel Guide
Tourist Guide
Visit Old Bennington
The Four Chimneys Inn
21 West Road Bennington VT
The price is ₹20,008 per night from 30 Mar to 31 Mar
₹20,008
₹21,808 total
30 Mar - 31 Mar
includes taxes & fees
Stay at this golf B&B in Bennington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.4/10 Exceptional! (281 reviews)
This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again.
Reviewed on 12 Jan 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is ₹13,100 per night from 20 Apr to 21 Apr
₹13,100
₹14,633 total
20 Apr - 21 Apr
includes taxes & fees
Stay at this business-friendly hotel in North Adams. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,000 reviews)
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 22 Mar 2026
Hideaway Inn Mt. Snow
270 Handle Rd West Dover VT
The price is ₹9,186 per night from 1 Apr to 2 Apr
₹9,186
₹10,105 total
1 Apr - 2 Apr
includes taxes & fees
Stay at this ski hotel in West Dover. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Mount Snow and Heavy Metal Ski Lift are located ...
8.6/10 Excellent! (77 reviews)
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 22 Mar 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Bennington Gem w/ Smart TV Near Historic District!
Bennington VT
Stay at this business-friendly cottage in Bennington. Enjoy free parking and air conditioning. Popular attractions Hemmings Motor News Car Lover's Convenience ...
8/10 Very Good! (2 reviews)
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
Two Brooks Lodge
1054 Sawmill Rd Bennington VT
Stay at this holiday home in Bennington. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Norman Rockwell Exhibition and Robert Frost ...
4.8/10 (3 reviews)
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
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Stay at this ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift ...
8.6/10 Excellent! (83 reviews)
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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Bennington Battle Monument
4/5(3 reviews)
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.
Prospect Mountain Cross-Country Ski Center
4/5(1 review)
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 exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.
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 exploring the galleries in Hemmings Motor News Car Lover's Convenience Store & Vehicle Display during your travels in Bennington. While you're here, you can savour the cosy cafes.
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.
