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Hotels in Bennington

Choose from 753 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
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
The price is $120 per night from Mar 27 to Mar 28
$120
includes taxes & fees
Mar 27 - Mar 28
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! (999 reviews)
"Property was very hard to find. There is a big sign by the road but then nothing else. It’s hidden in the back behind another building. It looks like it could be an apartment complex without a sign."

Reviewed on Mar 9, 2025

Hotel Vervana, Trademark Collection by Wyndham
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 Mar 27 to Mar 28
$115
includes taxes & fees
Mar 27 - Mar 28
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! (825 reviews)
"Breakfast was awesome and the morning staff were fantastic. Room was clean. Good quick stay."

Reviewed on Feb 25, 2025

Best Western Bennington
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 $147 per night from Mar 30 to Mar 31
$147
includes taxes & fees
Mar 30 - Mar 31
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! (965 reviews)
"Staff was very friendly and helpful. Good breakfast, clean room & bathroom. Heater kind of loud & I think the price per night was very high. Also difficult to hear others checking in with a much lower rate. March is March....the room shouldn't be more or less depending on booking time frame."

Reviewed on Mar 14, 2025

Hampton Inn Bennington
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 $147 per night from Mar 22 to Mar 23
$147
includes taxes & fees
Mar 22 - Mar 23
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! (443 reviews)
"Very clean and comfortable, but if someone is staying in the room above you, it can be loud."

Reviewed on Feb 28, 2025

Bennington Motor 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! (507 reviews)
"Great place to stay and the hosts were very friendly and accommodating."

Reviewed on Mar 3, 2025

Harwood Hill Motel
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 (207 reviews)
Nice people, comfy room!
"We needed a room for four of us to get some sleep before getting out on the slopes the next day. Starlight Inn was perfectly located along our drive. The owners were lovely, seems to be a family owned business. The room was comfortable, clean, and nostalgic. Would stay again!"

Reviewed on Feb 10, 2025

Starlight 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 $211 per night from Mar 30 to Mar 31
$211
includes taxes & fees
Mar 30 - Mar 31
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! (82 reviews)
Lovely property
"The property at South Shire is beautiful and quiet. We have stayed at a few places in Bennington and it can be hit or miss. The bed in our room was very comfortable and there was also a fireplace and a deep spa tub. Just know that if you book a room for 3 and it is not specified that there is more ..."

Reviewed on Feb 23, 2025

South Shire
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. ...
7.6/10 Good! (569 reviews)
"Stayed from Friday to Sunday to ski at Mount Snow and Okemo. Very nice reception staff (they offered a refund when I had to cancel a night) and the rooms were clean and comfortable. While it was not a luxury stay, for $100 a night, it was an amazing deal, and I would highly recommend. The only issue ..."

Reviewed on Feb 17, 2025

The Autumn 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
The price is $271 per night from Mar 23 to Mar 24
$271
includes taxes & fees
Mar 23 - Mar 24
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
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
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 Gem w/ Smart TV Near Historic District!
Bennington Gem w/ Smart TV Near Historic District!
3 out of 5
Bennington
  • 10 min drive from Prospect Mountain Cross-Country Ski Center
Stay at this 3-star cottage in Bennington. Enjoy free parking. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Harmon ...
10/10 Exceptional! (1 review)
We recommend the place!
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."

Reviewed on Jul 31, 2024

Bennington Gem w/ Smart TV Near Historic District!
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 out of 5
4519 Main St, Manchester Center, VT
  • 50 min drive from Prospect Mountain Cross-Country Ski Center
The price is $149 per night from Apr 14 to Apr 15
$149
includes taxes & fees
Apr 14 - Apr 15
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.6/10 Exceptional! (1,001 reviews)
"Very happy!!"

Reviewed on Mar 16, 2025

Hampton Inn and Suites Manchester
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.

Find cheap hotels in Bennington

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