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Our top choices for Great Barrington hotels with a bar
1. Prospect Berkshires
Prospect Berkshires3.0 star property
Egremont
10.0 out of 10, Exceptional, (51 reviews)
10/10
Exceptional
(51 reviews)
"Great experience!"
"Great experience!"
Sunny
The price is AED 876
AED 876
AED 1,102 total
includes taxes & fees
30 Nov - 1 Dec
2. The Old Inn On The Green
The Old Inn On The Green4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
9.2/10
Wonderful
(96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"mary ellen
The price is AED 1,065
AED 1,065
AED 1,285 total
includes taxes & fees
8 Nov - 9 Nov
3. The Red Lion Inn
The Red Lion Inn3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,009 reviews)
8.8/10
Excellent
(1,009 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."Lisabeth
The price is AED 579
AED 579
AED 829 total
includes taxes & fees
12 Nov - 13 Nov
4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
9.2/10
Wonderful
(1,001 reviews)
"Nice place to stay"
"Nice place to stay"Michael
The price is AED 406
AED 406
AED 525 total
includes taxes & fees
8 Nov - 9 Nov
5. Little Cat Lodge
Little Cat Lodge2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (155 reviews)
9.6/10
Exceptional
(155 reviews)
"Beyond amazing, we loved it so much!"
"Beyond amazing, we loved it so much!"Stacy
The price is AED 542
AED 542
AED 607 total
includes taxes & fees
6 Dec - 7 Dec
6. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires3.0 star property
Lenox
9.2 out of 10, Wonderful, (687 reviews)
9.2/10
Wonderful
(687 reviews)
"Great stay!"
"Great stay!"Vandhana
The price is AED 461
AED 461
AED 515 total
includes taxes & fees
15 Nov - 16 Nov
7. The Yankee Inn
The Yankee Inn2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
9.2/10
Wonderful
(1,000 reviews)
"The location was good for our trip."
"The location was good for our trip."Basil
The price is AED 415
AED 415
AED 464 total
includes taxes & fees
20 Nov - 21 Nov
8. the Alander
the Alander2.5 star property
Copake
9.0 out of 10, Wonderful, (291 reviews)
9.0/10
Wonderful
(291 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
"Super cute, fairly clean and such a lovely breakfast!"Luis
The price is AED 606
AED 606
AED 679 total
includes taxes & fees
20 Nov - 21 Nov
9. Berkshires Untold
Berkshires Untold3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,066 reviews)
9.0/10
Wonderful
(1,066 reviews)
"Very nice place beautiful view"
"Very nice place beautiful view"Brian
The price is AED 386
AED 386
AED 431 total
includes taxes & fees
17 Nov - 18 Nov
10. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
9.2/10
Wonderful
(716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
"Great place to stay. Great staff and convenient location. Nice restaurant as well."James
The price is AED 436
AED 436
AED 487 total
includes taxes & fees
15 Nov - 16 Nov
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.
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.
Top Great Barrington Hotel Reviews
Prospect Berkshires
Prospect BerkshiresEgremont
10/10 Excellent
So fantastic!! The cabins are gorgeous and very well appointed. We are going back!
So fantastic!! The cabins are gorgeous and very well appointed. We are going back!
Emily
Little Cat Lodge
Little Cat LodgeCopake Falls
10/10 Excellent
I didn't want to leave and wish I had time to stay longer. Room was exceptional. Staff was exceptional. A truly great stay.
I didn't want to leave and wish I had time to stay longer. Room was exceptional. Staff was exceptional. A truly great stay.
Elisabeth
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n' Spruce Resort in the BerkshiresSouth Lee
10/10 Excellent
I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...
I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...
David
The Red Lion Inn
The Red Lion InnStockbridge
10/10 Excellent
This is a Classic Old Historic Inn full of Antiques, Art, & Character. The Restaurant & Music in the Basement is Very Good. Remember not to miss the Cozy Fire in the Winter or the Front Porch in the Summer.
This is a Classic Old Historic Inn full of Antiques, Art, & Character. The Restaurant & Music in the Basement is Very Good. Remember not to miss the Cozy Fire in the Winter or the Front Porch in the Summer.
Michael
The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
10/10 Excellent
Truly enjoyed the stay. Peter and his staff were extremely helpful and hospitable.
Truly enjoyed the stay. Peter and his staff were extremely helpful and hospitable.
Rishi
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
10/10 Excellent
Room was so nice. Bed was comfortable. Overall glad we stayed here.
Room was so nice. Bed was comfortable. Overall glad we stayed here.
Alyssa
The Yankee Inn
The Yankee InnLenox
10/10 Excellent
We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!
We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!
Colleen
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
10/10 Excellent
The staff could not have been more helpful, great location and the facility extremely clean. We were shocked about how amazing this place was
The staff could not have been more helpful, great location and the facility extremely clean. We were shocked about how amazing this place was
t
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
10/10 Excellent
VERY friendly staff and location for area attractions.
VERY friendly staff and location for area attractions.
Lawrence
Berkshires Untold
Berkshires UntoldLenox
10/10 Excellent
High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free.
There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...
High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free.
There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...
Jill
Brook Farm Inn
Brook Farm InnLenox
10/10 Excellent
We were very happy with our stay… Maureen was so hospitality and made sure all our needs were taken care of, from lending us an Apple plug, making dinner reservations for us to making sure we had all enough breakfast food. We love Lennox and would definitely want to stay at her place again, when we come back. Thank Maureen for the special time!
We were very happy with our stay… Maureen was so hospitality and made sure all our needs were taken care of, from lending us an Apple plug, making dinner reservations for us to making sure we had all enough breakfast food. We love Lennox and would definitely want to stay at her place again, when we come back. Thank Maureen for the special time!
roberta
Hotel On North
Hotel On NorthPittsfield
10/10 Excellent
The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...
The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...
Steve
The White Hart
The White HartSalisbury
10/10 Excellent
We enjoyed our stay at the White Hart. We got a room in the back of the building overlooking a garden. We loved sitting out there and relaxing. The room was a nice size and comfortable. The complementary breakfast provided a good selection and was tasty. The lobby is a nice place to have coffee or wine. The chairs are everywhere and make it a nice place to relax. Service was friendly and attentive and Provisions provides excellent sandwiches.
We were also able to park right outside our...
We enjoyed our stay at the White Hart. We got a room in the back of the building overlooking a garden. We loved sitting out there and relaxing. The room was a nice size and comfortable. The complementary breakfast provided a good selection and was tasty. The lobby is a nice place to have coffee or wine. The chairs are everywhere and make it a nice place to relax. Service was friendly and attentive and Provisions provides excellent sandwiches.
We were also able to park right outside our...
thomas
Gateways Inn & Restaurant
Gateways Inn & RestaurantLenox
10/10 Excellent
The inn is a wonderful and charming grand home in Lenox. The interior has warm furnishings and the staff went out of their way to make us feel welcome. Dinner was outstanding and the wine list had many examples of fine wines from Israel. Breakfast the next morning featured a sumptuous challah french toast souffle.
The inn is a wonderful and charming grand home in Lenox. The interior has warm furnishings and the staff went out of their way to make us feel welcome. Dinner was outstanding and the wine list had many examples of fine wines from Israel. Breakfast the next morning featured a sumptuous challah french toast souffle.
Richard
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
10/10 Excellent
One of the best hotel i been in my life. Everyone that works there is so friendly. From the front desk to the restaurant are amazing. The food is delicious and the pool is beautiful and the entire hotel is clean. I went from staying from one day to three days.
One of the best hotel i been in my life. Everyone that works there is so friendly. From the front desk to the restaurant are amazing. The food is delicious and the pool is beautiful and the entire hotel is clean. I went from staying from one day to three days.
Gipsy
Interlaken Inn & Resort
Interlaken Inn & ResortLakeville
10/10 Excellent
Very hospitable
Very hospitable
Bruce
Frequently Asked Questions
Searching for hotels with bars in Great Barrington?
Great Barrington features 146 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.