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Find Hotels with Bars in The Berkshires, MA

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Check availability on The Berkshires Hotels with Bars

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for The Berkshires hotels with a bar

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

1. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (941 reviews)
"Easy access to everywhere we went. Clean"
United States
Phillip
The price is NT$1,971
NT$2,202 total
includes taxes & fees
Nov 8 - Nov 9
Monument Mountain Motel
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (821 reviews)
"Nice view and location for fall color."
United States
Md
The price is NT$5,291
NT$5,910 total
includes taxes & fees
Nov 11 - Nov 12
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is NT$2,734
NT$3,054 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is NT$3,527
NT$3,940 total
includes taxes & fees
Dec 3 - Dec 4
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A calm lake at dusk with a wooden dock and two chairs facing the water.

5. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
The price is NT$3,593
NT$4,013 total
includes taxes & fees
Nov 9 - Nov 10
Berkshire Lake Lodge
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

6. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is NT$2,492
NT$2,783 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn Great Barrington
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice place to stay"
United States
Michael
The price is NT$3,639
NT$4,709 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

8. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is NT$4,005
NT$4,474 total
includes taxes & fees
Dec 8 - Dec 9
East Rock Inn
Two Adirondack chairs facing a river with a forested hill in the background.

9. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The location was good for our trip."
United States
Basil
The price is NT$4,183
NT$4,672 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is NT$4,435
NT$4,954 total
includes taxes & fees
Dec 3 - Dec 4
Element by Marriott Lenox Berkshires
Exterior

11. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,258 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is NT$2,528
NT$3,560 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge
A large house with a balcony and a grassy yard.

12. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (639 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
The price is NT$2,720
NT$3,038 total
includes taxes & fees
Nov 12 - Nov 13
The Little Lion
An indoor swimming pool with clear water, tiled floors, and a blue wall.

13. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is NT$3,392
NT$3,789 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

14. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (687 reviews)
"Great stay!"
United States
Vandhana
The price is NT$4,137
NT$4,621 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires
A spacious hotel lobby with multiple seating areas, large windows, and a television.

15. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is NT$3,602
NT$4,024 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn & Suites Berkshires-Lenox
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

16. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,001 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is NT$2,794
NT$3,121 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South
A building entrance with a large planter with purple flowers and a small tree.

17. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (981 reviews)
"Very nice hotel"
United States
Philip
The price is NT$3,824
NT$4,271 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

18. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is NT$3,909
NT$4,366 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

19. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
The price is NT$3,071
NT$3,430 total
includes taxes & fees
Dec 3 - Dec 4
Best Western Plus Berkshire Hills Inn & Suites
A dining area with round tables set for two, a fireplace, and a mural on the wall.

20. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is NT$9,527
NT$11,496 total
includes taxes & fees
Nov 8 - Nov 9
The Old Inn On The Green
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 The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"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 2-night trip
Posted 1 day ago
The Red Lion Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"This place was amazing to stay at! The staff was friendly and helpful. The building was beautifully decorated inside and out, and it is in a safe location. Breakfast was very good. Only downside is that coffee was not available throughout the day (only served at breakfast). Overall, would definitely stay here again!"
Lauren 3-night trip
Posted 1 day ago
The Cornell Inn, Lenox & The Berkshires

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