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
16 Sep - 17 Sep
Tomorrow
17 Sep - 18 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Great Barrington hotels with a bar

1. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Kellee
AED 1,207
AED 1,471 total
includes taxes & fees
17 Sep - 18 Sep
Prospect Berkshires

2. Gedney Farm

Gedney Farm
Great Barrington
United States
Jane
AED 818
AED 897 total
includes taxes & fees
17 Sep - 18 Sep
Gedney Farm

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
17 Sep - 18 Sep
The Old Inn On The Green

4. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
AED 592
AED 843 total
includes taxes & fees
23 Sep - 24 Sep
The Red Lion Inn

5. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
AED 658
AED 737 total
includes taxes & fees
17 Sep - 18 Sep
Little Cat Lodge

6. The Yankee Inn

The Yankee Inn
Lenox
United States
Robert
AED 426
AED 476 total
includes taxes & fees
22 Sep - 23 Sep
The Yankee Inn

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
21 Sep - 22 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort

8. the Alander

the Alander
Copake
United States
Phil
AED 531
AED 594 total
includes taxes & fees
17 Sep - 18 Sep
the Alander

9. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
AED 484
AED 540 total
includes taxes & fees
17 Sep - 18 Sep
Berkshires Untold

10. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
AED 537
AED 600 total
includes taxes & fees
20 Sep - 21 Sep
Hilton Garden Inn Lenox Pittsfield
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
"Basically furnished . Great staff. Easy checkin and check out. Good breakfast. Lots of options. Comfortable queen beds. Convenient to restaurants, stores etc."
Lori 3-night trip
Posted 8 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Little Lion

The Little Lion

8/10 Good
"Nice, old-school motel, where you park out front. There appear to be about 17 units and on the night we were there, more than half were occupied— and all seemed to have a dog! Very pet-friendly, with plenty of room to walk your pooch! The beds and bedding were very comfortable and the room had a mini fridge and microwave. While simply furnished, everything was spotless. I would have given a higher score, but was a little put off when we arrived about 45 minutes before check in and were told we would have to wait until 3pm for them to unlock our door. There is no staff onsite, so I called. While I know hotels have check in times for a reason, if the room is ready and the guest is outside the door, a little flexibility is always a good business practice! But the location is great. The motel is set well back from the road, so there was no traffic noise. A parking area for Monument Mountain is just a few hundred yards away for hikers. We loved the Little Lion and will definitely return."
Catherine 1-night trip
Posted 10 hours ago
The Little Lion
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Judith 1-night trip
Posted 11 hours ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Sue 1-night trip
Posted 1 day ago
Quality Inn Great Barrington

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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