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

Our top choices for Great Barrington hotels with a bar

Exterior

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (37 reviews)
"Great stay!"
United States
Conor
The price is AED 1,372
AED 1,655 total
includes taxes & fees
29 Jul - 30 Jul
Prospect Berkshires
Front of property

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (139 reviews)
"Pet friendly and amazing grounds"
United States
Kristi
The price is AED 866
AED 950 total
includes taxes & fees
24 Aug - 25 Aug
Gedney Farm
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is AED 1,212
AED 1,463 total
includes taxes & fees
30 Jul - 31 Jul
The Old Inn On The Green
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,008 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is AED 655
AED 895 total
includes taxes & fees
27 Jul - 28 Jul
The Red Lion Inn
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,015 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is AED 531
AED 593 total
includes taxes & fees
5 Aug - 6 Aug
The Yankee Inn
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (104 reviews)
"The staff was lovely and the continental breakfast was the best I've ever seen!"
United States
Berenger
The price is AED 592
AED 663 total
includes taxes & fees
26 Jul - 27 Jul
Little Cat Lodge
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (941 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is AED 497
AED 627 total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,010 reviews)
"Nice place to stay."
United States
Debra
The price is AED 559
AED 624 total
includes taxes & fees
23 Aug - 24 Aug
Berkshires Untold
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The cornel Inn is terrific! Great location near tanglewood, shops snd restaurants. Great breakfast"
United States
Judith
The price is AED 604
AED 695 total
includes taxes & fees
26 Jul - 27 Jul
The Cornell Inn, Lenox & The Berkshires
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (246 reviews)
"This is an adorable motel, renovated and a great little getaway for a weekend trip. Will definitely be back!"
United States
Tiffany
The price is AED 624
AED 699 total
includes taxes & fees
30 Jul - 31 Jul
the Alander
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 Great Barrington Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Perfect for my needs. The Mint restaurant has delicious Indian food with a beautiful view. I was able to rent a kayak the morning I was leaving and they were flexible with check out time."
Maura 1-night trip
Posted 4 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

Searching for hotels with bars in Great Barrington?
Great Barrington features 147 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 Great Barrington Historical Society & Museum. 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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