Find Hotels with Bars in Great Barrington, MA

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Pick from 5 Great Barrington Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Old Inn On The Green
4.0 star property
9.2 out of 10, Wonderful, (78)
"Staying here was like stepping back in time. Lovely preservation of a historic inn. Food was wonderful. Stairs challenging, but worth the effort. We felt like John and Abigail Adams! "
The price is NT$8,455
NT$9,831 total
includes taxes & fees
Nov 6 - Nov 7
The Old Inn On The Green
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1001)
"Great location, within a short walk to Greater Barrington. Room is clean and breakfast was good. A few areas could use some upkeep."
The price is NT$2,272
NT$2,537 total
includes taxes & fees
Nov 19 - Nov 20
Quality Inn
The Little Lion
3.0 star property
8.8 out of 10, Excellent, (431)
"Their was a large bunch of hair caught under the bathroom door - I had to remove it myself- yuck"
The price is NT$2,392
NT$2,672 total
includes taxes & fees
Nov 20 - Nov 21
The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (560)
"The holiday inn express was very clean and comfortable"
The price is NT$3,765
NT$4,205 total
includes taxes & fees
Nov 20 - Nov 21
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
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.
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Frequently asked questions

Searching for hotels with bars in Great Barrington?
Great Barrington features 135 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: The Old Inn On The Green: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi. Gedney Farm: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
How many hotels with bars on site can I expect to find in Great Barrington?
Expedia has 6 hotels with a bar in Great Barrington.
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 Ski Butternut and Lake Buel. 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.