Find Hotels with Bars 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 Hotels with Bars

Top Bennington Hotels with Bars

Lounge
Bromley View Inn

Bromley View Inn

3.5 star property
Bondville
9.0 out of 10, Wonderful, (401)
"Overall a decent stay."
United States
Libin
Bromley View Inn
Desk, blackout drapes, soundproofing, free WiFi
Sun Lodge

Sun Lodge

3.5 star property
Bromley Mountain
8.6 out of 10, Excellent, (298)
"Everything was fantastic from check-in the restaurant, the bar, the staff and just surrounding every area very very nice people would definitely come back back again"
United States
Beth
The price is SAR 567
SAR 618 total
includes taxes & fees
8 Dec - 9 Dec
Sun Lodge
Free WiFi, bed sheets
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, (938)
"We like that getting to Stratton Mountain and the downtown area was very walkable or easy to get there by regularly running shuttle buses."
United States
Mark
The price is SAR 653
SAR 790 total
includes taxes & fees
7 Jan - 8 January 2026
The Black Bear Lodge at Stratton Mountain Resort
Exterior
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3.0 star property
Manchester Center
8.4 out of 10, Very Good, (861)
"Room was fantastic, had a lovely stay."
United States
Cody
The price is SAR 402
SAR 504 total
includes taxes & fees
14 Dec - 15 Dec
The Palmer House Resort, an Ascend Collection Hotel
Exterior
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (574)
"Nice old Inn!"
United States
Daniel
The price is SAR 615
SAR 886 total
includes taxes & fees
11 Dec - 12 Dec
The Equinox Golf Resort & Spa
Outdoor dining
Stanford House

Stanford House

2.5 star property
Manchester Center
9.0 out of 10, Wonderful, (66)
"This was a great comfortable place to stay with outstanding views."
United States
David
The price is SAR 357
SAR 429 total
includes taxes & fees
8 Dec - 9 Dec
Stanford House
Property grounds
The Inn at Manchester

The Inn at Manchester

3.5 star property
Manchester
10.0 out of 10, Exceptional, (280)
"Great establishment "
United States
Brenda
The price is SAR 619
SAR 681 total
includes taxes & fees
4 Jan - 5 January 2026
The Inn at Manchester
Exterior
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4.0 star property
Manchester
9.4 out of 10, Exceptional, (816)
"Very nice, beautiful inn"
United States
Susan
The price is SAR 567
SAR 768 total
includes taxes & fees
5 Jan - 6 January 2026
Kimpton Taconic Hotel by IHG
Reception
South Shire

South Shire

4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is SAR 599
SAR 694 total
includes taxes & fees
15 Dec - 16 Dec
South Shire
Deluxe Room | Frette Italian sheets, premium bedding, iron/ironing board
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

4.0 star property
Manchester
9.8 out of 10, Exceptional, (331)
"Wonderful stay! The room was spacious and the bed was heaven. The breakfast was amazing and they were even able to offer gluten free options!"
United States
Abbie
The price is SAR 672
SAR 739 total
includes taxes & fees
8 Dec - 9 Dec
The Reluctant Panther Inn and Restaurant
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

Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Yes"
Mary 2-night trip
Posted 2 days ago
Hampton Inn Bennington

Explore a world of travel with Expedia

Frequently asked questions

Searching for hotels with bars in Bennington?
Bennington offers 54 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 in the area, consider visiting Mount Snow.
What are the best hotels with bars in Bennington?
Here are some of the top Bennington accommodations with bars: South Shire: Inn 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 Mount Snow, Old First Congregational Church, and Bennington Museum, and then find a cozy spot for a nightcap. Other places to see include Bennington Battle Monument and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display. 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.