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Check availability on Great Barrington Hotels with a Bar

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Great Barrington hotels with a bar

Exterior

1. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (40 reviews)
"Loved it—unique. Great restaurant. Nice people"
United States
Heather
The price is ₹35,629
₹42,994 total
includes taxes & fees
30 Aug - 31 Aug
Prospect Berkshires
Front of property

2. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (140 reviews)
"Beautiful property, relaxing landscape."
United States
Jane
The price is ₹21,345
₹23,416 total
includes taxes & fees
3 Aug - 4 Aug
Gedney Farm
Breakfast, lunch, dinner and brunch served

3. 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 ₹30,412
₹36,698 total
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green
Property amenity

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (946 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is ₹12,792
₹16,154 total
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
Breakfast, lunch and dinner served

5. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (698 reviews)
"Five Star stay!"
United States
Adeline
The price is ₹18,342
₹20,488 total
includes taxes & fees
23 Aug - 24 Aug
Hilton Garden Inn Lenox Pittsfield
Property entrance

6. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (881 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is ₹18,983
₹21,204 total
includes taxes & fees
31 Aug - 1 Sept
Hotel On North
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

7. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"First class staff and wonderful breakfast."
United States
Larry
The price is ₹13,565
₹15,152 total
includes taxes & fees
2 Aug - 3 Aug
The Yankee Inn
Restaurant

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,005 reviews)
"Lots of construction going on, but the staff was great. They valet-parked my car and had it waiting for me in the morning. The room was clean and comfortable."
United States
David
The price is ₹11,352
₹12,680 total
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior detail

9. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is ₹26,653
₹29,771 total
includes taxes & fees
27 Aug - 28 Aug
Hampton Terrace Inn
Lobby lounge

10. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice place to stay."
United States
Debra
The price is ₹15,600
₹17,425 total
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold
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
"This is a decent hotel in an excellent lakeshore location. The staff is friendly, the breakfast is good, there is a bar / restaurant on the premises. The property can benefit from some facelift / freshening."
Konstantin 2-night trip
Posted less than an hour ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

8/10 Good
"We made the most out of getting 3 days of rain on our 4 day trip. Not too much for kids to do. Expect alot of mosquitoes if you're in the back of the property by the pond. Tow"
AmandA 4-night trip
Posted 1 day ago
The Yankee Inn

Frequently asked questions

Searching for hotels with bars in Great Barrington?
Great Barrington features 147 properties to choose from, and likely many will have a bar where you can enjoy an evening cocktail after exploring the city. 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 are some of the top Great Barrington properties 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 cosy spot for a nightcap. Other places to see include Lake Mansfield Park and Great Barrington Historical Society & Museum. Great Barrington is well known for its top-notch restaurants.
When is the best time to visit Great Barrington?
Visiting local bars in Great Barrington is better when the weather is good. These rainfall averages and temperatures can help you decide the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm 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) from the city centre. Otherwise, you can search for flights to 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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