Find Boutique Hotels in Bennington, VT

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Bennington Boutique Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11
No exact matches found, but these alternatives could be just right

Recommended hotels in Bennington

Exterior
Hampton Inn Bennington

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1002)
"Room was spotless. Bathroom in lobby was extremely clean. Very impressed. Staff was very accommodating and pleasant. Enjoyed very much and will stay again."
United States
Maryann
The price is NT$4,356
NT$4,748 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Bennington
Lounge
Bromley View Inn

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (406)
"Clean and great location with fun lounge area."
United States
Marshall
Bromley View Inn
Property amenity
Harwood Hill Motel

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (576)
"Lovely place to stay."
United States
Mary
The price is NT$4,086
NT$4,454 total
includes taxes & fees
Dec 30 - Dec 31
Harwood Hill Motel
Property grounds
The Manchester View

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (782)
"Staff and room was clean "
United States
Melissa
The Manchester View
Property grounds
Knotty Pine

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.0 out of 10, Wonderful, (45)
"Breakfast n/a. Loved this place and will stay again. "
United States
Steven
The price is NT$3,395
NT$3,700 total
includes taxes & fees
Dec 30 - Dec 31
Knotty Pine
Front of property - evening/night
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1004)
"Very helpful staff, good folks."
United States
Leon
The price is NT$4,098
NT$4,508 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn and Suites Manchester
Meeting facility
Aspen At Manchester

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (613)
"Super clean and modern rooms, excellent location, scenic views… "
United States
Fernando
The price is NT$2,832
NT$3,460 total
includes taxes & fees
Jan 27 - 2026/1/28
Aspen At Manchester
Garden
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1001)
"Large rooms, great staff. Will stay again!"
United States
Kristyn
The price is NT$3,420
NT$3,728 total
includes taxes & fees
Jan 6 - 2026/1/7
Hotel Vervana, Trademark Collection by Wyndham
Lobby sitting area
Toll Road Inn

Toll Road Inn

Toll Road Inn
2.0 star property
Manchester Center
9.0 out of 10, Wonderful, (489)
"Clean and convenient room, good experience."
United States
Mingyang
The price is NT$4,495
NT$4,945 total
includes taxes & fees
Jan 4 - 2026/1/5
Toll Road Inn
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (944)
"Place definitely needs some updating but it was clean and the staff was great!"
United States
Jacqueline
The price is NT$5,815
NT$7,037 total
includes taxes & fees
Jan 7 - 2026/1/8
The Black Bear Lodge at Stratton Mountain Resort
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.
View all properties

Top Bennington Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"10/10 Perfect Stay. So accommodating and kind staff. "
Angela 1-night trip
Posted 6 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What's there to see and do in Bennington?
The spas, golf, and shopping are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Bennington include Mount Snow, Bennington Museum, and Robert Frost Stone House Museum. You might also like to explore more of the area and take in additional sights like Old First Congregational Church, Bennington Battle Monument, and Williams College Museum of Art while you're here.
What kind of weather should I plan for when I travel to Bennington?
Understanding the weather in Bennington is important when you plan your trip. 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 the best way to get to my boutique hotel in Bennington?
You have a few options for transportation to and around Bennington. The closest major airport is Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia