Find Hotels with Bars in Great Barrington, MA

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Check availability on Great Barrington Hotels with Bars

Our top choices for Great Barrington hotels with a bar

Exterior

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (23 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is NT$10,053
NT$12,299 total
includes taxes & fees
Apr 15 - Apr 16
Prospect Berkshires
Front of property

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful property and rooms."
United States
Kara
The price is NT$5,920
NT$6,494 total
includes taxes & fees
Mar 31 - Apr 1
Gedney Farm
Breakfast, lunch, dinner served; American cuisine

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 NT$9,734
NT$11,746 total
includes taxes & fees
Mar 29 - Mar 30
The Old Inn On The Green
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (881 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is NT$2,229
NT$2,490 total
includes taxes & fees
Mar 30 - Mar 31
Berkshires Untold
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (24 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is NT$4,436
NT$4,955 total
includes taxes & fees
Apr 8 - Apr 9
Element Lenox Berkshires
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is NT$3,131
NT$3,497 total
includes taxes & fees
Mar 30 - Mar 31
The Yankee, Trademark Collection by Wyndham
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (211 reviews)
"This was a cozy, attractive stay with a very well outfitted room, friendly service and nice dining options."
United States
Susan
The price is NT$4,468
NT$5,004 total
includes taxes & fees
Apr 14 - Apr 15
the Alander
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is NT$4,436
NT$4,955 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Lenox Pittsfield
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (74 reviews)
"Nice rooms, very clean place"
United States
Padgett
The price is NT$4,854
NT$5,437 total
includes taxes & fees
Mar 30 - Mar 31
Little Cat Lodge
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very Good, (18 reviews)
"Perfect "
United States
Zhigang
The price is NT$5,144
NT$5,820 total
includes taxes & fees
Mar 31 - Apr 1
The Millerton Inn
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
D 4-night trip
Posted 8 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

Searching for hotels with bars in Great Barrington?
Great Barrington features 151 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 Great Barrington Historical Society & Museum. 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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