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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
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for The Berkshires hotels with a bar

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
AED 318
AED 355 total
includes taxes & fees
28 Sep - 29 Sep
The Yankee Inn

2. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Patricia
AED 544
AED 790 total
includes taxes & fees
29 Sep - 30 Sep
The Red Lion Inn

3. Berkshires Untold

Berkshires Untold
Lenox
United States
Christine
AED 514
AED 574 total
includes taxes & fees
28 Sep - 29 Sep
Berkshires Untold

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Claudia
AED 430
AED 552 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort

5. Hotel On North

Hotel On North
Pittsfield
United States
Drew
AED 657
AED 734 total
includes taxes & fees
7 Sep - 8 Sep
Hotel On North

6. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United Kingdom
Laura
AED 653
AED 729 total
includes taxes & fees
7 Sep - 8 Sep
Courtyard by Marriott Lenox Berkshires

7. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Edward
AED 746
AED 856 total
includes taxes & fees
3 Sep - 4 Sep
The Cornell Inn, Lenox & The Berkshires

8. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
AED 544
AED 608 total
includes taxes & fees
13 Sep - 14 Sep
Hilton Garden Inn Lenox Pittsfield

9. The Williams Inn

The Williams Inn
Williamstown
United States
John
AED 955
AED 1,067 total
includes taxes & fees
13 Sep - 14 Sep
The Williams Inn

10. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Floyd
AED 658
AED 817 total
includes taxes & fees
8 Sep - 9 Sep
The Porches Inn at Mass MoCA
View all properties

Top The Berkshires Hotel Reviews

Hotel On North

Hotel On North

8/10 Good
"Nice room! Comfortable bed. Super friendly staff."
Jana 1-night trip
Posted 7 hours ago
Hotel On North
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good
"It was clean and amenities were above average."
Prasanna 1-night trip
Posted 7 hours ago
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"This facility appeared to be brand new. Breakfast was excellent and the dining area was spacious and attractive. We would definitely recommend this hotel and will stay here again when we are back in the area!"
Cathy 1-night trip
Posted 12 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Nice to have a kitchenette to cook in"
Jacqueline 1-night trip
Posted 14 hours ago
Jiminy Peak Mountain Resort
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Location"
patricia 2-night trip
Posted 2 days ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 2 days ago
The Red Lion Inn

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