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Find Hotels with Bars in The Berkshires, MA

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Check availability on The Berkshires Hotels with Bars

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for The Berkshires hotels with a bar

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
NT$3,670
NT$4,100 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn

2. Berkshires Untold

Berkshires Untold
Lenox
United States
David
NT$4,165
NT$4,653 total
includes taxes & fees
Sep 8 - Sep 9
Berkshires Untold

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
NT$3,246
NT$4,245 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Club Vacations Oak 'n Spruce Resort

4. Hotel On North

Hotel On North
Pittsfield
United States
Drew
NT$4,248
NT$4,745 total
includes taxes & fees
Sep 7 - Sep 8
Hotel On North

5. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
FRED
NT$5,205
NT$5,970 total
includes taxes & fees
Sep 7 - Sep 8
The Cornell Inn, Lenox & The Berkshires

6. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
NT$5,012
NT$7,170 total
includes taxes & fees
Sep 30 - Oct 1
The Red Lion Inn

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
NT$6,159
NT$6,879 total
includes taxes & fees
Sep 13 - Sep 14
Courtyard by Marriott Lenox Berkshires

8. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
NT$4,628
NT$5,170 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Garden Inn Lenox Pittsfield

9. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
NT$3,734
NT$4,170 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn & Suites Pittsfield-Berkshires by IHG

10. The Williams Inn

The Williams Inn
Williamstown
United States
John
NT$6,146
NT$6,865 total
includes taxes & fees
Sep 13 - Sep 14
The Williams Inn
View all properties

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"X"
Jonah 1-night trip
Posted less than an hour ago
Vacation Village in the Berkshires
Hotel On North

Hotel On North

10/10 Excellent
"Beautiful boutique hotel. Our room was very large with a sitting area + TV. Bed room area equally as large, also with a TV. The bathroom was gorgeous with thoughtful touches. On the marble counter was a makeup mirror with a stool so one could sit. Parking lot was in rear of hotel, secure and easy access to the lobby. Staff couldn't have been more accessible and pleasant. Highly recommend this hotel"
Penelope 1-night trip
Posted 9 hours ago
Hotel On North
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Great little motel that was the perfect stay for a quick overnight trip"
Kate 1-night trip
Posted 10 hours ago
Willows Motel Williamstown
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."
Colleen And mark 2-night trip
Posted 2 days ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
Janet L. 2-night trip
Posted 4 days ago
Quality Inn Great Barrington

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