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

Find Hotels with Bars in Bennington, VT

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Check availability on Bennington Hotels with Bars

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Bennington hotels with a bar

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
9.4 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is ₩312,977
₩341,145 total
includes taxes & fees
Nov 2 - Nov 3
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, (138 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is ₩234,150
₩269,645 total
includes taxes & fees
Oct 30 - Oct 31
South Shire
A cozy room with a fireplace, green sofas, a pool table, and a lamp.

3. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (500 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is ₩114,026
₩125,426 total
includes taxes & fees
Nov 22 - Nov 23
Bromley View Inn
A red house with a white picket fence, surrounded by lush greenery and trees.

4. Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (209 reviews)
"Amazing location will visit again"
United States
Ann
The price is ₩266,973
₩291,001 total
includes taxes & fees
Nov 1 - Nov 2
Arlington Inn
A large two-story house with a front porch and a well-maintained lawn.

5. The Landgrove

The Landgrove
3.5 star property
Londonderry
9.4 out of 10, Exceptional, (14 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 ₩251,916
₩274,588 total
includes taxes & fees
Nov 2 - Nov 3
The Landgrove
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.

6. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.0 out of 10, Very good, (1,002 reviews)
"Raymond was great at check in"
United States
Kevin
The price is ₩122,584
₩156,660 total
includes taxes & fees
Nov 23 - Nov 24
The Palmer House Resort, an Ascend Collection Hotel
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

7. 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, (1,011 reviews)
"Great place to stay"
United States
Joseph
The price is ₩197,140
₩238,539 total
includes taxes & fees
Oct 29 - Oct 30
The Black Bear Lodge at Stratton Mountain Resort
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

8. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (397 reviews)
"Amazing place in a beautiful setting!"
United States
Dawn
The price is ₩184,571
₩233,499 total
includes taxes & fees
Nov 10 - Nov 11
The Inn at Manchester
A covered patio area with a wicker sofa, a round table with drinks, and a chair.

9. The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (676 reviews)
"Had a great girls weekend! The staff were amazing especially Adam and Jaden! The spa amenities were great- we especially loved the outdoor hot tub. Would 100% come back"
United States
Sara
The price is ₩156,458
₩243,146 total
includes taxes & fees
Nov 18 - Nov 19
The Equinox Golf Resort And Spa
Two people sitting by a stone fire pit with a grassy field and mountains in the background.

10. Stanford House

Stanford House
2.5 star property
Manchester Center
9.0 out of 10, Wonderful, (83 reviews)
"Room was clean, but very strong air freshener. Nice large shower but floor is slippery and no grab bars. One large, steep step to get into room but no handrails. Not good for anyone with mobility concerns."
United States
Maren
The price is ₩148,848
₩178,830 total
includes taxes & fees
Oct 28 - Oct 29
Stanford House
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

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Had a great girls weekend! The staff were amazing especially Adam and Jaden! The spa amenities were great- we especially loved the outdoor hot tub. Would 100% come back"
Sara 2-night trip
Posted 10 hours ago
The Equinox Golf Resort And Spa

Frequently asked questions

Searching for hotels with bars in Bennington?
Bennington offers 51 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're here, consider a visit to Prospect Mountain Cross-Country Ski Center and Woodford State Park.
What are the best hotels with bars in Bennington?
Here are some of the top Bennington accommodations with bars: South Shire: B&B with restaurant. Enjoy the bar, free WiFi, and free parking. The Four Chimneys Inn: Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Bennington?
If you have time to explore, consider visiting Prospect Mountain Cross-Country Ski Center, Woodford State Park, and Lake Shaftsbury State Park, and then find a cozy spot for a nightcap. Other places to see include Green Mountain National Forest and Old First Congregational Church. Bennington is popular for its ski slopes and array of shops.
When is the best time to visit Bennington?
Visiting local bars in Bennington is more fun when you know what the weather holds. These rainfall averages and temperatures can help you choose the best time for bar hopping. 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.
How can I get to Bennington and around the area?
Here are some of your transportation options in and around Bennington: Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) from the city center. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 31.9 mi (51.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.