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
8 Sep - 9 Sep
Tomorrow
9 Sep - 10 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 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
23 Sep - 24 Sep
Prospect Berkshires

2. Gedney Farm

Gedney Farm
Great Barrington
United States
Jane
AED 809
AED 888 total
includes taxes & fees
9 Sep - 10 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
9 Sep - 10 Sep
The Old Inn On The Green

4. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
AED 577
AED 826 total
includes taxes & fees
28 Sep - 29 Sep
The Red Lion Inn

5. 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

6. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
AED 658
AED 737 total
includes taxes & fees
9 Sep - 10 Sep
Little Cat Lodge

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

8. the Alander

the Alander
Copake
United States
Phil
AED 468
AED 525 total
includes taxes & fees
9 Sep - 10 Sep
the Alander

9. Berkshires Untold

Berkshires Untold
Lenox
United States
David
AED 484
AED 540 total
includes taxes & fees
9 Sep - 10 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
10 Sep - 11 Sep
Hilton Garden Inn Lenox Pittsfield
View all properties

Top Great Barrington Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"The Inn is very welcoming with a broad front porch filled with wicker chairs and rockers. Inside there are many sitting rooms, a restaurant and tavern, gift and floral shops and access to an outdoor pool. Well loved antiques are everywhere for comfortable seating throughout the property. Rooms facing the streets can be noisy with traffic. Lots of atmosphere, history and great location for shopping, sightseeing and dining."
Catherine 7-night trip
Posted 4 hours ago
The Red Lion Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"The room was clean and comfortable and the pool was well heated (though small). I liked the breakfast options. Good location too."
Bella 1-night trip
Posted 10 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Black swann is great hotel with very helpful staff. They also have a Indian restaurant inside the hotel with lake view. It is a bit pricey but their fish curry is a must try!! I had it twice in a row and I am very picky eater."
Dheeraj 3-night trip
Posted 14 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

10/10 Excellent
"On an overpriced holiday weekend in the Berkshires, Yankee Inn was a great balance of price and amenities. The indoor pool was nicer than most, and the hot tub was great. Outdoor pool was a bit oddly placed between the parking lot and the main road, but nice as well. Both very clean. Room was spacious and clean, beds were comfortable, though I think they were doubles rather than queens. The included breakfast was on the very good end of standard - the fruit was fresh and delicious, there were both eggs and waffles, plus cereal, yogurt, bacon/sausage. Meh on the pastries, and the coffee was terribly watery. My true only gripe is that there was truly not a single place to hang wet bathing suits that didn't result in them dripping all over the floor. Had we been on the 2nd floor, we would have had an outside railing, but on the first floor there was none. With 4 people using the pool and hot tub, it was an annoyance. Overall, great place for a quick stay."
Emily 2-night trip
Posted 14 hours ago
The Yankee Inn
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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