Search for Cheap Deals on
Luxury Hotels in Bennington

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured Luxury Bennington

The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
5 out of 5
3567 Main Street Route 7A, Manchester, VT
Stay at this 5-star luxury resort in Manchester. Enjoy a full-service spa, 4 restaurants, and a golf course. Our guests praise the property condition in our ...
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
The Reluctant Panther Inn and Restaurant
The Reluctant Panther Inn and Restaurant
4 out of 5
17-39 West Rd, Manchester, VT
Stay at this 4-star luxury inn in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
The Reluctant Panther Inn and Restaurant
The Hotel Vervana at Bennington
The Hotel Vervana at Bennington
2.5 out of 5
141 West Main Street, Bennington, VT
Fully refundableReserve now, pay when you stay
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 ...
The Hotel Vervana at Bennington
Weathervane Motel
Weathervane Motel
2 out of 5
2212 Main Street, Manchester Center, VT
Fully refundableReserve now, pay when you stay
Stay at this motel in Manchester Center. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Our guests praise the helpful staff and the clean rooms ...
Weathervane Motel
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
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 ...
The Equinox Golf Resort & Spa
The Olympia Lodge
The Olympia Lodge
2.5 out of 5
7259 Main Street, Manchester Center, VT
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
The Olympia Lodge
Best Western Bennington
Best Western Bennington
2.5 out of 5
220 Northside Drive, Bennington, VT
Fully refundableReserve now, pay when you stay
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 ...
Best Western Bennington
Bromley View Inn
Bromley View Inn
3.5 out of 5
522 VT Route 30, Bondville, VT
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star B&B in Winhall. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stratton Mountain Resort and Bromley Alpine Slide ...
Bromley View Inn
Starlight Inn
Starlight Inn
2 out of 5
357 Us Route 7 S, Bennington, VT
Stay at this hotel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Robert Frost Stone House Museum and Norman Rockwell ...
Starlight Inn
Bennington Motor Inn
Bennington Motor Inn
2 out of 5
143 West Main Street, Bennington, VT
Fully refundableReserve now, pay when you stay
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hemmings Motor News Car Lover's Convenience Store ...
Bennington Motor Inn
Four Winds Country Motel
Four Winds Country Motel
2 out of 5
7379 Main Street, (Historic Route 7A), Manchester Center, VT
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dana L. Thompson Memorial ...
Four Winds Country Motel
Toll Road Inn
Toll Road Inn
2 out of 5
2220 Depot St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
Stay at this hotel in Manchester Center. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Toll Road Inn
See all 758 properties in Bennington
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.