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Choose from 809 Bennington Hotel Deals

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
  • 13 min walk from Bennington Battle Monument
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,001 reviews)
"would have enjoyed a room with a balcony, but were assigned a room in building 3. Did not plan to use the pool, but it looked pretty dirty."

Reviewed on Jun 17, 2026

Hotel Vervana, Trademark Collection by Wyndham
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street Bennington VT
  • 26 min walk from Bennington Battle Monument
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (643 reviews)
"The only nice thing about this place was the gentleman at the front desk. We would not stay there again. Grubby and old."

Reviewed on Jun 14, 2026

The Autumn Inn
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square Bennington VT
  • 27 min walk from Bennington Battle Monument
Book a stay at this business-friendly hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
"I found it annoying that my internet connection was so complicated to set up. Other hotels just have a password code. Easy. I also could not watch any TV without having to join a streaming service. Other hotels offer this for free to watch cable. A manual or directive instructing clientele on paper/ ..."

Reviewed on Jun 3, 2026

Hampton Inn Bennington
Knotty Pine

Knotty Pine

2.5 out of 5
130 Northside Dr Bennington VT
  • 14 min walk from Bennington Battle Monument
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bennington Museum and Old First Congregational Church ...
8.6/10 Excellent! (108 reviews)
"Excellent response to questions by the staff"

Reviewed on Jun 15, 2026

Knotty Pine
New Englander Inn Bennington

New Englander Inn Bennington

2.5 out of 5
220 Northside Drive Bennington VT
  • 17 min walk from Bennington Battle Monument
Stay at this hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.6/10 Good! (971 reviews)
"This was the second time I’ve stayed at this location, first time under New Englander Inn name. Both times I was impressed by how clean and organized the breakfast area was. A staff member was constantly in and out cleaning up and restocking the breakfast items."

Reviewed on Jun 1, 2026

New Englander Inn Bennington
South Shire

South Shire

4 out of 5
124 Elm St Bennington VT
  • 19 min walk from Bennington Battle Monument
Stay at this B&B in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (127 reviews)
"South Shire is a quaint Victorian Inn on Elm Street within walking distance to the center of Bennington, VT. The Inn has a family feel and elegance. We traveled as a couple. It was easy to get to sites and enjoy fine restaurants. The Inn is in keeping with the feel of strength of the Bennington community, ..."

Reviewed on Jun 18, 2026

South Shire
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S Bennington VT
  • 5 min drive from Bennington Battle Monument
Stay at this hotel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Robert Frost Stone House Museum and Norman Rockwell ...
6.8/10 (226 reviews)
"Yes"

Reviewed on Feb 23, 2026

Starlight Inn
Bennington Motor Inn

Bennington Motor Inn

2 out of 5
143 West Main Street Bennington VT
  • 13 min walk from Bennington Battle Monument
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hemmings Motor News Car Lover's Convenience Store ...
7.8/10 Good! (481 reviews)
"😥"

Reviewed on Jun 12, 2026

Bennington Motor Inn
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road Bennington VT
  • 9 min walk from Bennington Battle Monument
Book a stay at this golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (284 reviews)
"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

The Four Chimneys Inn
Harwood Hill Motel

Harwood Hill Motel

2 out of 5
864 Harwood Hill Road Bennington VT
  • 4 min drive from Bennington Battle Monument
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (596 reviews)
"Lovely charming motel with a view to die for and a sweet and filling breakfast !"

Reviewed on Jun 7, 2026

Harwood Hill Motel
< 1 Mi to Historic District! Retreat in Bennington

< 1 Mi to Historic District! Retreat in Bennington

3 out of 5
Bennington VT
  • 13 min walk from Bennington Battle Monument
Book a 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 Oct 21, 2025

< 1 Mi to Historic District! Retreat in Bennington
West Road Motel

West Road Motel

2 out of 5
2968 West Road, Route 9 Bennington VT
  • 5 min drive from Bennington Battle Monument
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Bennington Center for the Arts and Old First Congregational ...
5/10 (124 reviews)
"Absolutely horrible, felt like a waste of money so I didn’t go back for check in at 3 even though it was listed at 2pm. Went with somewhere else."

Reviewed on Aug 16, 2025

West Road Motel
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.

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