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
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green
4.0 star property
9.2 out of 10, Wonderful, (79)
"There is a high-end restaurant at the Inn that has wonderful food. Delicious breakfasts (and Sunday Brunch) down the road at The Southfield Store were included. You can take a lovely back road walk past a beaver pond that starts from the parking lot. Employees were friendly and helpful. Multiple other protected area hikes in the neighborhood. We felt we lucked out picking this place."
The price is NT$8,611
NT$10,012 total
includes taxes & fees
Nov 24 - Nov 25
The Old Inn On The Green
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1016)
"The young man who worked the Saturday evening shift until 11 ,was a true gentleman "
The price is NT$2,307
NT$2,576 total
includes taxes & fees
Dec 4 - Dec 5
Quality Inn
The Little Lion
Exterior
The Little Lion
3.0 star property
8.8 out of 10, Excellent, (435)
"We stayed at the Little Lion for one night, this past weekend. We actually stayed at this motel years ago, when it was under different ownership. The price was reasonable for the area, as it is in-between seasons. As the website states, this is a contact-free motel, so there is no staff on-site. While this did not bother us, it may be concerning/confusing to some. Email communication prior to our arrival was great. We were sent a text before the 3:00 check-in time, with a code to get into...
The price is NT$2,305
NT$2,574 total
includes taxes & fees
Dec 4 - Dec 5
The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Standard Room | Premium bedding, pillowtop beds, in-room safe, desk
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (564)
"Look clean, great staffs."
The price is NT$3,823
NT$4,270 total
includes taxes & fees
Dec 4 - Dec 5
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 137 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 Mahaiwe Performing Arts Center.
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, Mahaiwe Performing Arts Center, and Lake Mansfield Park, 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.