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Hotels in Bennington

Choose from 764 Bennington Hotel Deals

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
The price is $157 per night from Feb 2 to Feb 3
$157
includes taxes & fees
Feb 2 - Feb 3
Book a stay at this business-friendly hotel in Bennington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (942 reviews)
"Convenient and safe clean area."

Reviewed on Jan 20, 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
The price is $115 per night from Jan 29 to Jan 30
$115
includes taxes & fees
Jan 29 - Jan 30
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 ...
7.8/10 Good! (805 reviews)
Y'all come back now, ya hear?
"Nice, clean hotel, friendly, efficient staff, and excellent hot breakfast."

Reviewed on Jan 18, 2025

Best Western Bennington
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
The price is $97 per night from Jan 26 to Jan 27
$97
includes taxes & fees
Jan 26 - Jan 27
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! (563 reviews)
"I enjoyed my stay. Tis a bit out of the way. LOVED the lava lamp in my room."

Reviewed on Jan 19, 2025

The Autumn Inn
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
The price is $154 per night from Jan 29 to Jan 30
$154
includes taxes & fees
Jan 29 - Jan 30
Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,000 reviews)
"Quiet , clean, comfortable and good value for money ."

Reviewed on Jan 8, 2025

Hotel Vervana, Trademark Collection by Wyndham
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
The price is $142 per night from Jan 26 to Jan 27
$142
includes taxes & fees
Jan 26 - Jan 27
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! (500 reviews)
"Very pleasant check in, clean room"

Reviewed on Jan 19, 2025

Harwood Hill Motel
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
The price is $271 per night from Jan 26 to Jan 27
$271
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star 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! (216 reviews)
"Beautiful Inn with downtown not far away for shopping, antiques. Fabulous restaurant on the premises. GREAT coffee!"

Reviewed on Jan 13, 2025

The Four Chimneys Inn
South Shire
South Shire
4 out of 5
124 Elm St, Bennington, VT
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
The price is $224 per night from Jan 26 to Jan 27
$224
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star inn in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (80 reviews)
"We spent several nights at this lovely Victorian era inn in the "Otto Room". The mattress was very comfortable. The shower could use an update and water temperatures fluctuated but had good water pressure. We loved the working fireplace but would have preferred real wood to the duraflame (which is ..."

Reviewed on Jan 2, 2025

South Shire
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
The price is $141 per night from Jan 24 to Jan 25
$141
includes taxes & fees
Jan 24 - Jan 25
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! (434 reviews)
"Good spot for a quick stay"

Reviewed on Jan 12, 2025

Bennington Motor Inn
Two Brooks Lodge
Two Brooks Lodge
3 out of 5
1054 Sawmill Rd, Bennington, VT
  • 9 min drive from Prospect Mountain Cross-Country Ski Center
The price is $382 per night from Jan 26 to Jan 27
$382
includes taxes & fees
Jan 26 - Jan 27
Stay at this 3-star vacation home in Bennington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Robert Frost Stone House Museum and ...
4.6/10 (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 Apr 20, 2023

Two Brooks Lodge
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
3 out of 5
Bennington
  • 8 min drive from Prospect Mountain Cross-Country Ski Center
Stay at this 3-star family-friendly cottage in Bennington. Enjoy free parking and an in-room coffeemaker. Popular attractions Robert Frost Stone House Museum ...
10/10 Exceptional! (1 review)
Awsome property with the best host.
"The host was so kind and helpful. I will definitely cime abck here."

Reviewed on Feb 21, 2024

Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
  • 48 min drive from Prospect Mountain Cross-Country Ski Center
The price is $219 per night from Jan 28 to Jan 29
$219
includes taxes & fees
Jan 28 - Jan 29
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our ...
7.2/10 Good! (436 reviews)
"amazing"

Reviewed on Jan 17, 2025

The Equinox Golf Resort & Spa
Kimpton Taconic Hotel, an IHG Hotel
Kimpton Taconic Hotel, an IHG Hotel
4 out of 5
3835 Main St., Manchester, VT
  • 49 min drive from Prospect Mountain Cross-Country Ski Center
The price is $201 per night from Jan 29 to Jan 30
$201
includes taxes & fees
Jan 29 - Jan 30
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (739 reviews)
Beautiful hotel with nice amenities and pet friend
"Lovely hotel. We stayed here second time and will definitely come back again. We enjoyed the premises which is pet friendly and superb for our cat to stay with us in hotel room. We (with our cat) enjoyed our hotel room which was spacious, clean and had a lovely view of the mountains which was special ..."

Reviewed on Jan 17, 2025

Kimpton Taconic Hotel, an IHG Hotel
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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