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
7 Sep - 8 Sep
Tomorrow
8 Sep - 9 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Great Barrington hotels with a bar

Exterior
View from property
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 1,207
AED 1,471 total
includes taxes & fees
23 Sep - 24 Sep
Prospect Berkshires
Front of property
Dinner served
Indoor wedding
Exterior detail

2. Gedney Farm

Gedney Farm
Great Barrington
United States
Jane
AED 809
AED 888 total
includes taxes & fees
8 Sep - 9 Sep
Gedney Farm
Breakfast, lunch, dinner and brunch served
Thayer House, Room 201, 1 King bed, Jetted tub | Premium bedding, WiFi (free), individually decorated
Front of property
Thayer House, Room 201, 1 King bed, Jetted tub | Living area | 32-inch TV with cable channels

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
8 Sep - 9 Sep
The Old Inn On The Green
Superior Room, 1 King Bed, Jetted Tub | Jetted tub
Superior Room, 1 King Bed, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
View from room

4. 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
Property grounds
Pub
Exterior
Exterior

5. 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
Restaurant
Exterior
Lobby sitting area

6. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
AED 658
AED 737 total
includes taxes & fees
8 Sep - 9 Sep
Little Cat Lodge
Exterior
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
Interior
Restaurant

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
AED 377
AED 493 total
includes taxes & fees
14 Sep - 15 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
Exterior
Lounge
Dinner served
Superior Room, 1 King Bed | Minibar, iron/ironing board, WiFi (free), bed sheets

8. the Alander

the Alander
Copake
United States
Phil
AED 468
AED 525 total
includes taxes & fees
8 Sep - 9 Sep
the Alander
Lobby lounge
Lobby
Terrace/patio
Lobby

9. Berkshires Untold

Berkshires Untold
Lenox
United States
David
AED 484
AED 540 total
includes taxes & fees
8 Sep - 9 Sep
Berkshires Untold
Exterior
Exterior
Lobby
Exterior

10. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
FRED
AED 746
AED 856 total
includes taxes & fees
8 Sep - 9 Sep
The Cornell Inn, Lenox & The Berkshires
View all properties

Top Great Barrington Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good
"Only complaint was that the AC unit was somewhat loud in our room. Didn't get to use any of the amenities. Breakfast was typical of this type of hotel buffet. Front desk staff was very good."
Raymond 2-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Little Lion

The Little Lion

10/10 Excellent
"Easy check in. The rooms were clean. Beds comfy."
Jackie 1-night trip
Posted 5 days ago
The Little Lion

Frequently asked questions

Searching for hotels with bars in Great Barrington?
Great Barrington features 145 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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