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

Bennington Hotel Guide - Boutique Hotels in Bennington, Vermont

  • 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
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Bennington boutique hotels

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

1. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.6 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is €218
includes taxes & fees
23 Nov - 24 Nov
The Four Chimneys Inn
A room with wooden paneling, a piano, a chair, and a door leading to another room.

2. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (140 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is €167
includes taxes & fees
13 Nov - 14 Nov
South Shire
An indoor swimming pool with clear water, metal railings, and lounge chairs.

3. Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,001 reviews)
"Nice hotel, very comfortable and convenient- under construction but no noise in rooms"
United States
Josephine
The price is €135
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Bennington
A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.

4. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,005 reviews)
"Stayed here to attend a local event. It was clean, had breakfast included and was pet friendly. We would definitely stay here again."
United States
Carla
The price is €87
includes taxes & fees
29 Nov - 30 Nov
Hotel Vervana, Trademark Collection by Wyndham
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.

5. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.0 out of 10, Very good, (190 reviews)
"Staff was helpful. To-go breakfast bag was convenient."
United States
DALE
The price is €95
includes taxes & fees
5 Nov - 6 Nov
Knotty Pine
A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.

6. New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (1,002 reviews)
"Was a nice quiet place. Friendly staff."
United States
Douglas
The price is €83
includes taxes & fees
15 Nov - 16 Nov
New Englander Inn Bennington
A two-story building with a white exterior, a porch with a white railing, and a staircase leading to the upper floor.

7. Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.6 out of 10, Good, (511 reviews)
"Clean room, liked the stay there."
United States
Murtaza
The price is €73
includes taxes & fees
5 Nov - 6 Nov
Bennington Motor Inn
A large tree with orange leaves in a grassy field.

8. Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (235 reviews)
"Lovely area to be in"
United States
Jeremia
The price is €97
includes taxes & fees
5 Nov - 6 Nov
Starlight Inn
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

9. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (400 reviews)
"Great place. Great host!"
United States
Zhihao
The price is €158
includes taxes & fees
5 Nov - 6 Nov
The Inn at Manchester
A two-story building with a porch, American flag, and two white rocking chairs.

10. The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant
4.0 star property
Manchester Village Historic District
9.8 out of 10, Exceptional, (395 reviews)
"Terrific place. Loved everything about it!"
United States
Jeffrey
The price is €195
includes taxes & fees
2 Dec - 3 Dec
The Reluctant Panther Inn and Restaurant
A two-story building with a patio area featuring outdoor seating and a stone fire pit.

11. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful relaxing stay!"
United States
Rosemary
The price is €126
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn and Suites Manchester
A swimming pool with a view of a barn and mountains in the background.

12. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.8 out of 10, Exceptional, (182 reviews)
"Our favorite place to stay!!"
United States
Jennifer
The price is €453
includes taxes & fees
15 Nov - 16 Nov
Hill Farm Inn
A bedroom with a fireplace, two beds, a chair, and a nightstand.

13. The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (956 reviews)
"beautiful location clean rooms and very friendly and helpful staff"
United States
Maureen
The price is €111
includes taxes & fees
16 Nov - 17 Nov
The Manchester View
A covered outdoor seating area with wicker furniture and striped umbrellas.

14. Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
4.0 star property
Manchester Village Historic District
9.4 out of 10, Exceptional, (880 reviews)
"The Kimpton Taconic is a beautiful property with professional, friendly staff. We very much enjoyed our stay there and will stay there again the next time we are in Manchester VT."
United States
Jim
The price is €229
includes taxes & fees
10 Nov - 11 Nov
Kimpton Taconic Hotel by IHG
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

15. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (454 reviews)
"It was a great stay"
United States
Keith
The price is €85
includes taxes & fees
9 Nov - 10 Nov
Brittany Motel
A large two-story house with a front porch and a well-maintained lawn.

16. The Landgrove

The Landgrove
3.5 star property
Londonderry
9.4 out of 10, Exceptional, (15 reviews)
"Had a great stay, room was set up with a very comfortable Home feel, not a sterile Hotel."
United States
Alan
The price is €163
includes taxes & fees
9 Nov - 10 Nov
The Landgrove
Two people sitting by a stone fire pit with a grassy field and mountains in the background.

17. Stanford House

Stanford House
2.5 star property
Manchester Center
9.0 out of 10, Wonderful, (84 reviews)
"Great location. Pleasant staff. Very comfortable bed."
United States
Julie
The price is €121
includes taxes & fees
9 Nov - 10 Nov
Stanford House
A hotel entrance with a wooden porch, a sign reading 'Ascend Collection Hotel,' and potted plants.

18. Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
3.5 star property
Bromley Mountain
8.8 out of 10, Excellent, (355 reviews)
"The people at the front desk were extremely friendly and helpful."
United States
Marcia
The price is €101
includes taxes & fees
24 Nov - 25 Nov
Sun Lodge near Manchester VT, Ascend Collection Hotel
A red house with a white picket fence, surrounded by lush greenery and trees.

19. Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (210 reviews)
"Amazing location will visit again"
United States
Ann
The price is €196
includes taxes & fees
5 Nov - 6 Nov
Arlington Inn
A modern living room with a wooden dining table, sofa, and fireplace.

20. Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.6 out of 10, Excellent, (718 reviews)
"It was very modern looking well renovated properties a hole, and we were very well taken care of throughout our one night there."
United States
Nathan
The price is €117
includes taxes & fees
16 Nov - 17 Nov
Aspen At Manchester
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

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 Prospect Mountain Cross-Country Ski Center, Bennington Museum and Robert Frost Stone House Museum. You might also like to explore more of the area and take in additional sights like Woodford State Park, Green Mountain National Forest and Williams College Museum of 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