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Hotels in Bennington

Choose from 771 Bennington Hotel Deals

Knotty Pine

Knotty Pine

2.5 out of 5
130 Northside Dr Bennington VT
  • 11 min drive from Prospect Mountain Cross-Country Ski Center
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bennington Battle Monument and Bennington Museum are ...
9/10 Wonderful! (33 reviews)
Did not like fact office is open only part time during day. At least they were accessible by text messaging. Staff member was very helpful.

Reviewed on Dec 10, 2025

Knotty Pine
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square Bennington VT
  • 13 min drive from Prospect Mountain Cross-Country Ski Center
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! (1,000 reviews)
The breakfast was fine. I felt safe the laundry room I used because I had dirty clothes. I’m over the Rhode truck driver and I found cockroaches in the laundry room not a big deal because I felt the hotel was clean. I just had cockroaches in the laundry room, I know why cockroach just go to heat ...

Reviewed on Dec 17, 2025

Hampton Inn Bennington
Best Western Bennington

Best Western Bennington

2.5 out of 5
220 Northside Drive Bennington VT
  • 12 min drive from Prospect Mountain Cross-Country Ski Center
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! (944 reviews)
Yes

Reviewed on Dec 5, 2025

Best Western Bennington
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
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! (1,000 reviews)
Large rooms, great staff. Will stay again!

Reviewed on Dec 19, 2025

Hotel Vervana, Trademark Collection by Wyndham
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street Bennington VT
  • 8 min drive from Prospect Mountain Cross-Country Ski Center
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. ...
7.4/10 Good! (637 reviews)
Nice staff, but dated condition

Reviewed on Oct 19, 2025

The Autumn Inn
Harwood Hill Motel

Harwood Hill Motel

2 out of 5
864 Harwood Hill Road Bennington VT
  • 13 min drive from Prospect Mountain Cross-Country Ski Center
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! (575 reviews)
This was my third stay over the course of many years, and this motel is always reliable for its comfort, cleanliness, warm welcome and good continental breakfast. I'll be back for sure!

Reviewed on Dec 10, 2025

Harwood Hill Motel
South Shire

South Shire

4 out of 5
124 Elm St Bennington VT
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
Stay at this inn in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (118 reviews)
Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!

Reviewed on Dec 5, 2025

South Shire
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S Bennington VT
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
Stay at this hotel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Robert Frost Stone House Museum and Norman Rockwell ...
6.6/10 (222 reviews)
Convenient. Close to shops and restaurants. Prperry was a bit run down but charming in its way. Staff was very friendly.

Reviewed on Oct 3, 2025

Starlight Inn
Bennington Motor Inn

Bennington Motor Inn

2 out of 5
143 West Main Street Bennington VT
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hemmings Motor News Car Lover's Convenience Store ...
7.6/10 Good! (476 reviews)
Great hotel for the price and convenient to downtown area..

Reviewed on Oct 25, 2025

Bennington Motor Inn
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road Bennington VT
  • 11 min drive from Prospect Mountain Cross-Country Ski Center
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 ...
9.6/10 Exceptional! (222 reviews)
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 Sep 2, 2025

The Four Chimneys Inn
Woodford Rest

Woodford Rest

5697 Vermont 9 Woodford VT
  • 15 min walk from Prospect Mountain Cross-Country Ski Center
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Prospect Mountain Nordic Ski Center and Prospect ...
Woodford Rest
Bennington Gem w/ Smart TV Near Historic District!

Bennington Gem w/ Smart TV Near Historic District!

3 out of 5
Bennington VT
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
Book a stay at this business-friendly cottage in Bennington. Enjoy free parking. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle ...
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

Bennington Gem w/ Smart TV Near Historic District!
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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