Find Hotels with Bars in The Berkshires, MA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Bars

Our top choices for The Berkshires hotels with a bar

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Breakfast ok, coffee good, staff great"
United States
Peter
The price is AED 400
AED 447 total
includes taxes & fees
26 May - 27 May
The Yankee Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (952 reviews)
"Great stay!"
United States
Aditya
The price is AED 394
AED 440 total
includes taxes & fees
10 Jun - 11 Jun
Berkshires Untold
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is AED 567
AED 797 total
includes taxes & fees
31 May - 1 Jun
The Red Lion Inn
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (859 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is AED 474
AED 529 total
includes taxes & fees
25 May - 26 May
Hotel On North
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (678 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is AED 519
AED 580 total
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Lenox Pittsfield
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (898 reviews)
"Family friendly resort with amenities the whole family can enjoy!"
United States
Justina
The price is AED 426
AED 548 total
includes taxes & fees
25 May - 26 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"enjoy your vacation"
United States
lev
The price is AED 555
AED 638 total
includes taxes & fees
26 May - 27 May
The Cornell Inn, Lenox & The Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (625 reviews)
"Beautiful outdoor space. "
United States
Jairo
The price is AED 614
AED 686 total
includes taxes & fees
2 Jun - 3 Jun
Courtyard by Marriott Lenox Berkshires
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (906 reviews)
"Facilities were excellent. Staff was very helpful and very efficient & courteous in taking care of any concerns I had."
United States
Barbara J
The price is AED 291
AED 343 total
includes taxes & fees
31 May - 1 Jun
Cozy Corner Motel
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is AED 448
AED 501 total
includes taxes & fees
28 May - 29 May
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

10/10 Excellent
"The front porch. The dining rooms. The staff. Everything was perfect from the time we entered until the time we departed."
Nicholas 1-night trip
Posted 13 hours ago
The Red Lion Inn

Explore a world of travel with Expedia