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, (1,013 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is AED 408
AED 456 total
includes taxes & fees
16 Jun - 17 Jun
The Yankee Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (988 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is AED 521
AED 582 total
includes taxes & fees
17 Jun - 18 Jun
Berkshires Untold
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,008 reviews)
"Clean room and breakfast"
United States
Raphael
The price is AED 559
AED 788 total
includes taxes & fees
22 Jun - 23 Jun
The Red Lion Inn
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, (909 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is AED 493
AED 622 total
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (864 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is AED 657
AED 734 total
includes taxes & fees
18 Jun - 19 Jun
Hotel On North
Property amenity

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (631 reviews)
"We arrived at the hotel and there was"
United States
Nancy
The price is AED 621
AED 694 total
includes taxes & fees
29 Jun - 30 Jun
Courtyard by Marriott Lenox Berkshires
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (915 reviews)
"Very clean! Friendly staff! Will stop there again!"
United States
Theresa
The price is AED 311
AED 366 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Corner Motel
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Great place, nice amenities and convenient location, highly recommended."
United States
Arthur
The price is AED 595
AED 684 total
includes taxes & fees
17 Jun - 18 Jun
The Cornell Inn, Lenox & The Berkshires
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, (1,009 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is AED 444
AED 496 total
includes taxes & fees
22 Jun - 23 Jun
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 reviews)
"The property was nice and the staff enthusiastic"
United States
Matt
The price is AED 304
AED 339 total
includes taxes & fees
30 Jun - 1 Jul
Willows Motel Williamstown
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

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"This is a wonderful modern hotel in a very center of North Adams. A view from 7th floor is picturesque. It is very clean. The room is spacious; the beds are comfortable. The pool looks good, although we didn't try that. There are a coupe of nice art exhibitions on the first floor. The coffee is good, the breakfast pastries and fruits are nice, but these are all it is for breakfast. And the road to Greylock mountain starts in 2 minutes drive from the hotel. We loved it!"
Irene 4-night trip
Posted 3 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Explore a world of travel with Expedia