A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

Search Boutique Hotels in Bennington

  • 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

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug
No exact matches found, but these alternatives could be just right

Recommended hotels in Bennington

Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, desk, blackout curtains, free WiFi

1. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,006 reviews)
"Staff was wonderful and very accommodating The facilities lived up to all our expectations for this location."
United States
John
The price is ₹11,270
₹12,284 total
includes taxes & fees
16 Aug - 17 Aug
Hotel Vervana, Trademark Collection by Wyndham
Indoor pool

2. Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,000 reviews)
"Clean, convenient and the staff was helpful."
United States
James
The price is ₹18,707
₹20,390 total
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn Bennington
Gazebo

3. Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (601 reviews)
"The restaurant next door was a big plus. Very quiet location."
United States
William
The price is ₹14,784
₹16,115 total
includes taxes & fees
6 Aug - 7 Aug
Harwood Hill Motel
Lobby

4. New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (983 reviews)
"Tried to cancel but was charged anyway"
United States
Chris
The price is ₹9,674
₹10,544 total
includes taxes & fees
27 Aug - 28 Aug
New Englander Inn Bennington
Lobby sitting area

5. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.4 out of 10, Very good, (128 reviews)
"The property was quaint and provided what I needed for my stay. Staff was very helpful. Could not use pool as it was raining the whole time I was there. I will definitely use that property again."
United States
Barbara
The price is ₹10,387
₹11,322 total
includes taxes & fees
9 Aug - 10 Aug
Knotty Pine
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, iron/ironing board, free WiFi, individually decorated

6. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (290 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is ₹24,375
₹26,569 total
includes taxes & fees
18 Aug - 19 Aug
The Four Chimneys Inn
Library

7. South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (129 reviews)
"Staff was great."
United States
Jan
The price is ₹19,767
₹22,585 total
includes taxes & fees
9 Aug - 10 Aug
South Shire
View from property

8. Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (227 reviews)
"Clean "
United States
Michael
The price is ₹9,461
₹10,313 total
includes taxes & fees
9 Aug - 10 Aug
Starlight Inn
Front of property

9. Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.8 out of 10, Good, (484 reviews)
"Hotel looks like a welfare motel on the outside. Some sketchy looking people around. But my room was clean and comfortable."
United States
John
The price is ₹8,971
₹9,778 total
includes taxes & fees
6 Aug - 7 Aug
Bennington Motor Inn
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

10. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (394 reviews)
"The property was comfortable. Felt safe and the room was cozy and nicely decorated"
United States
Samantha
The price is ₹8,203
₹9,023 total
includes taxes & fees
9 Aug - 10 Aug
Brittany Motel
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
"Excellent amenities and perfect if you're traveling with a dog to VT. Rooms are very nice albeit a bit small and very low water pressure in the shower."
Yvette 1-night trip
Posted 2 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 Bennington Museum, Robert Frost Stone House Museum and Sterling and Francine Clark Art Institute. You might also like to explore more of the area and take in additional sights like Hemmings Motor News Car Lover's Convenience Store & Vehicle Display, Bennington Center for the Arts and Massachusetts Museum of Contemporary Art while you're here.
What kind of weather should I plan for when I travel to Bennington?
Getting an idea of what to expect from the weather in Bennington is important when planning your trip. 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 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, NY (ALB-Albany Intl.), which is located 31.7 mi (51 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia