Find Luxury Hotels in Bennington, VT

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Check availability on Bennington Luxury Hotels

Top Bennington Luxury Hotels

The Weston

5.0 star property
10.0 out of 10, Exceptional, (7)
"The inn is beautiful and the service was exemplary. We asked for early check in and the staff was very accommodating. The room was very comfortable. We would love to visit again."
The price is SAR 1,571
SAR 1,712 total
includes taxes & fees
22 Jun - 23 Jun
The Weston
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.

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Bennington?
Expedia can help you get a flight to Albany Intl. Airport (ALB) airport or Pittsfield, MA (PSF-Pittsfield Municipal) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a vacation, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Bennington has to offer. During your visit, you might want to enjoy the mountain views and shopping which Bennington is known for.
How many luxury hotels will I be able to find in Bennington?
Lie in the lap of luxury during your getaway to Bennington in one of Expedia's 5 luxury hotels.
When can I expect good weather in Bennington?
Planning for the weather is an important factor for making your trip to Bennington a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What's there to see and do in Bennington?
Experience Bennington and visit Old First Congregational Church, Bennington Museum, and Bennington Battle Monument. If you have spare time during your trip, you might want to make a stop at Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Center for the Arts.