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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 Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

1. 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, (853 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$2,704
NT$3,021 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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, (820 reviews)
"Nice view and location for fall color."
United States
Md
The price is NT$5,234
NT$5,847 total
includes taxes & fees
Nov 16 - Nov 17
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

3. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (938 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is NT$1,950
NT$2,178 total
includes taxes & fees
Dec 3 - Dec 4
Monument Mountain Motel
A motel with a two-story structure, multiple rooms, and a parking lot with handicapped accessibility.

4. 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$2,465
NT$2,753 total
includes taxes & fees
Dec 3 - Dec 4
Quality Inn Great Barrington
A lodge with a large building and a dock by a lake, surrounded by forest.

5. 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, (1,005 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$3,557
NT$3,973 total
includes taxes & fees
Nov 15 - Nov 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A grassy area with a lake, trees, and red chairs arranged around a fire pit.

6. 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$3,554
NT$3,970 total
includes taxes & fees
Nov 14 - Nov 15
Berkshire Lake Lodge
Interior detail

7. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is NT$5,339
NT$5,964 total
includes taxes & fees
Nov 16 - Nov 17
Wilder House Berkshires
Two Adirondack chairs facing a river with a forested hill in the background.

8. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,010 reviews)
"The location was good for our trip."
United States
Basil
The price is NT$3,749
NT$4,188 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

9. 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$4,307
NT$4,811 total
includes taxes & fees
Dec 4 - Dec 5
East Rock Inn
A large house with a balcony and a grassy yard.

10. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is NT$2,698
NT$3,014 total
includes taxes & fees
Nov 18 - Nov 19
The Little Lion
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

11. 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$3,600
NT$4,659 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

12. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (683 reviews)
"Great stay!"
United States
Vandhana
The price is NT$3,708
NT$4,142 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Lenox Berkshires
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

13. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (977 reviews)
"Very nice hotel"
United States
Philip
The price is NT$3,785
NT$4,227 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

14. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,002 reviews)
"Perfect for a travel stop-over."
United States
James
The price is NT$2,761
NT$3,084 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South
Exterior

15. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,253 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is NT$2,696
NT$3,740 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.

16. 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, (254 reviews)
"This a much better Holiday Inn than the one at Saugerties that we went one day before."
United States
Yuguo
The price is NT$3,356
NT$3,749 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

17. 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$4,399
NT$4,913 total
includes taxes & fees
Nov 10 - Nov 11
Element by Marriott Lenox Berkshires
A wooden boat on calm water with a house in the background.

18. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (51 reviews)
"Great experience!"
United States
Sunny
The price is NT$7,775
NT$9,776 total
includes taxes & fees
Nov 30 - Dec 1
Prospect Berkshires
A red building with a sign reading "Shaker Mill Inn."

19. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is NT$4,725
NT$5,183 total
includes taxes & fees
Nov 5 - Nov 6
Shaker Mill Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.

20. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast was great"
United States
Thomas
The price is NT$3,573
NT$3,991 total
includes taxes & fees
Nov 17 - Nov 18
Hampton Inn & Suites Berkshires-Lenox
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
"Beautiful and historic ! Dinner was delicious!"
Teri 1-night trip
Posted 6 hours ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"This motel was exactly what we were looking for during our short stay. It was clean comfortable and easy to access. The bathroom toilet flushing mechanism was a bit slow/occasionally needed two flushes. There are train tracks behind the building and there is a train that will come by at night that is relatively loud. The breakfast had warm options and was satisfactory. Limited fresh fruit options but overall met our needs. I would stay here again and maybe request the front of the building to limit train noise."
Melanie 2-night trip
Posted 1 day ago
Quality Inn Great Barrington

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