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

Find Hotels with Bar in Bennington, VT from CA $118

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Check availability on Bennington Hotels with Bar

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Bennington hotels with a bar

Gazebo

1. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (935 reviews)
"Loved this place"
United States
Jeremy
The price is CA $133
CA $156 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Corner Motel
Library

2. South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (128 reviews)
"Staff was great."
United States
Jan
The price is CA $294
CA $336 total
includes taxes & fees
Aug 15 - Aug 16
South Shire
Property grounds

3. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,004 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
The price is CA $145
CA $162 total
includes taxes & fees
Aug 5 - Aug 6
Willows Motel Williamstown
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

4. 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 CA $358
CA $391 total
includes taxes & fees
Aug 4 - Aug 5
The Four Chimneys Inn
Lounge

5. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (455 reviews)
"staff actually treated you like family and not another customer & Clean room & relaxing backyard to watch the sunset & great breakfast"
United States
Josh
The price is CA $107
CA $118 total
includes taxes & fees
Aug 10 - Aug 11
Bromley View Inn
WiFi (free), bed sheets

6. 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, (1,002 reviews)
"The beds were very squeaky. Pillows too big"
United States
Patti
The price is CA $176
CA $213 total
includes taxes & fees
Sep 2 - Sep 3
The Black Bear Lodge at Stratton Mountain Resort
Front of property - evening/night

7. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (649 reviews)
"amazing friendly and helpful staff perfect stay!"
United States
Thomas
The price is CA $383
CA $428 total
includes taxes & fees
Aug 16 - Aug 17
The Williams Inn
Mountain view

8. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.2 out of 10, Very good, (981 reviews)
"Always enjoy our stay there"
United States
Jason
The price is CA $166
CA $205 total
includes taxes & fees
Sep 2 - Sep 3
The Palmer House Resort, an Ascend Collection Hotel
House (Meadow) | View from room

9. The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (656 reviews)
"The hotel was beautiful!"
United States
Lorajean
The price is CA $186
CA $281 total
includes taxes & fees
Aug 24 - Aug 25
The Equinox Golf Resort & Spa
Martin Chester's Room

10. Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (200 reviews)
"The atmosphere was so peaceful and very enjoyable the staff went out of their way to make a wonderful breakfast I can't say enough about how much we enjoyed our stay"
United States
Sonya
The price is CA $283
CA $308 total
includes taxes & fees
Aug 4 - Aug 5
Arlington 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

Bennington Motor Inn

Bennington Motor Inn

8/10 Good
"Hotel looks like a welfare motel on the outside. Some sketchy looking people around. But my room was clean and comfortable."
John 1-night trip
Posted 17 hours ago
Bennington Motor Inn

Frequently asked questions

Searching for hotels with bars in Bennington?
Bennington offers 49 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 Bennington Museum and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display.
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 Bennington Museum, Hemmings Motor News Car Lover's Convenience Store & Vehicle Display, and Bennington Center for the Arts, and then find a cozy spot for a nightcap. Other places to see include Prospect Mountain Nordic Ski Center and Prospect Mountain Cross-Country Ski Center. 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.

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