A large stone church with a tall bell tower and arched windows.

Find Hotels with Bars in Great Barrington, MA

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Check availability on Great Barrington Hotels with Bars

Tonight
11 Sep - 12 Sep
Tomorrow
12 Sep - 13 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Great Barrington hotels with a bar

Exterior
Exterior
Premier Cabin, 1 King Bed, Lake View | Egyptian cotton sheets, premium bedding, down comforters, minibar
Superior Double Room, 1 King Bed, Garden View | Egyptian cotton sheets, premium bedding, down comforters, minibar

1. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Kellee
AED 1,118
AED 1,372 total
includes taxes & fees
30 Sep - 1 Oct
Prospect Berkshires
Front of property
Indoor wedding
Dinner served
Exterior detail

2. Gedney Farm

Gedney Farm
Great Barrington
United States
Jane
AED 809
AED 888 total
includes taxes & fees
13 Sep - 14 Sep
Gedney Farm
Breakfast, lunch, dinner and brunch served
Thayer House, Room 201, 1 King bed, Jetted tub | Living area | 32-inch TV with cable channels
Interior
Front of property

3. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
AED 1,212
AED 1,463 total
includes taxes & fees
13 Sep - 14 Sep
The Old Inn On The Green
Property grounds
Pub
Outdoor pool, sun loungers
Exterior

4. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
AED 580
AED 830 total
includes taxes & fees
23 Sep - 24 Sep
The Red Lion Inn
Restaurant
Seasonal outdoor pool
Restaurant
Exterior

5. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
AED 658
AED 737 total
includes taxes & fees
13 Sep - 14 Sep
Little Cat Lodge
Superior Room, 1 King Bed, Jetted Tub | Jetted tub
View from room
42-inch flat-screen TV with cable channels, TV
Superior Room, 1 King Bed, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)

6. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
AED 426
AED 476 total
includes taxes & fees
22 Sep - 23 Sep
The Yankee Inn
Exterior
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
Restaurant
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
AED 430
AED 552 total
includes taxes & fees
13 Sep - 14 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
Exterior
Dinner served
Lounge
Pet-friendly

8. the Alander

the Alander
Copake
United States
Phil
AED 531
AED 594 total
includes taxes & fees
14 Sep - 15 Sep
the Alander
Lobby lounge
Lobby
Terrace/patio
Lobby

9. Berkshires Untold

Berkshires Untold
Lenox
United States
David
AED 514
AED 574 total
includes taxes & fees
28 Sep - 29 Sep
Berkshires Untold
Exterior
Exterior
Exterior
Bar (on property)

10. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Edward
AED 604
AED 693 total
includes taxes & fees
14 Sep - 15 Sep
The Cornell Inn, Lenox & The Berkshires
View all properties

Top Great Barrington Hotel Reviews

The Little Lion

The Little Lion

10/10 Excellent
"The room was well equipped, generous fridge/freezer, work table, chairs, very comfortable bed. Hand lotion and black out curtains on the two side windows would be helpful. Overall, great place, scenic front and back views and helpful staff."
michelle 1-night trip
Posted less than an hour ago
The Little Lion
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Joanne 2-night trip
Posted 2 days ago
The Yankee Inn

Frequently asked questions

Searching for hotels with bars in Great Barrington?
Great Barrington features 146 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, you can check out Housatonic River Walk and Housatonic River.
What are the best hotels with bars in Great Barrington?
Here's a few of the top Great Barrington accommodations with bars: Prospect Berkshires: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Gedney Farm: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. The Old Inn On The Green: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Great Barrington?
Consider a visit to Housatonic River Walk, Housatonic River, and Mahaiwe Performing Arts Center, and then find a cozy spot for a nightcap. Other places to see include Lake Mansfield Park and Ski Butternut. Great Barrington is widely-known for its top-notch restaurants.
When is the best time to visit Great Barrington?
Visiting local bars in Great Barrington is better in good weather. 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 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
How can I get to Great Barrington and around the area?
Here are some of your transportation choices in and around Great Barrington: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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