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Check availability on Bennington Luxury Hotels

Our top choices for Bennington luxury hotels

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn

The Four Chimneys Inn

4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Exterior
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (576)
"Nice old Inn!"
United States
Daniel
The price is ₹14,079
₹20,467 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Equinox Golf Resort & Spa
Front of property
Hill Farm Inn

Hill Farm Inn

4.0 star property
Arlington
9.6 out of 10, Exceptional, (173)
"This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation."
United States
Kenneth
The price is ₹15,323
₹36,971 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hill Farm Inn
Deluxe Room | Frette Italian sheets, premium bedding, iron/ironing board
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

4.0 star property
Manchester
9.8 out of 10, Exceptional, (331)
"Wonderful stay! The room was spacious and the bed was heaven. The breakfast was amazing and they were even able to offer gluten free options!"
United States
Abbie
The price is ₹16,118
₹17,729 total
includes taxes & fees
21 Dec - 22 Dec
The Reluctant Panther Inn and Restaurant
Exterior
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4.0 star property
Manchester
9.4 out of 10, Exceptional, (817)
"Very nice, beautiful inn"
United States
Susan
The price is ₹13,589
₹18,412 total
includes taxes & fees
5 Jan - 6 Jan 2026
Kimpton Taconic Hotel by IHG
Reception
South Shire

South Shire

4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is ₹15,494
₹17,870 total
includes taxes & fees
10 Dec - 11 Dec
South Shire
Exterior
Seesaw's Lodge

Seesaw's Lodge

4.0 star property
Peru
10.0 out of 10, Exceptional, (25)
"Super cute place to stay!! Easy check in/out, comfy bed, spacious bathroom. Restaurant right on site, attention to small details, "
United States
Jill
The price is ₹23,997
₹26,157 total
includes taxes & fees
22 Dec - 23 Dec
Seesaw's Lodge
Front of property
The Weston

The Weston

5.0 star property
Weston
10.0 out of 10, Exceptional, (9)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
United States
LISA
The price is ₹35,718
₹38,933 total
includes taxes & fees
21 Dec - 22 Dec
The Weston
Restaurant
The Hermitage Inn Vermont

The Hermitage Inn Vermont

4.0 star property
West Dover
9.2 out of 10, Wonderful, (15)
"Great stay,beautiful property!"
United States
Vibhavasu
The Hermitage Inn Vermont
Front of property – evening/night
The Williams Inn

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (548)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is ₹17,028
₹19,021 total
includes taxes & fees
17 Dec - 18 Dec
The Williams Inn
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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Top Bennington Hotel Reviews

Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Yes"
Mary 2-night trip
Posted 4 days ago
Hampton Inn Bennington

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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, NY (ALB-Albany Intl.) 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 holiday, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want an upscale hotel that has fine dining, a spa or several swimming pools, Expedia can help you find 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.
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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm 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.