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
  • 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

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (867 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is AED 394
AED 440 total
includes taxes & fees
4 Apr - 5 Apr
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is AED 340
AED 380 total
includes taxes & fees
12 Mar - 13 Mar
The Yankee, Trademark Collection by Wyndham

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (584 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is AED 681
AED 760 total
includes taxes & fees
18 Mar - 19 Mar
The Williams Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (22 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is AED 511
AED 570 total
includes taxes & fees
11 Mar - 12 Mar
Element Lenox Berkshires

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (825 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is AED 547
AED 611 total
includes taxes & fees
9 Mar - 10 Mar
Hotel On North

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
9.0 out of 10, Wonderful, (848 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is AED 443
AED 567 total
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

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, (1,002 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is AED 465
AED 520 total
includes taxes & fees
7 Mar - 8 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (602 reviews)
"Our stay was great! "
United States
Gianna
The price is AED 518
AED 578 total
includes taxes & fees
9 Mar - 10 Mar
Courtyard by Marriott Lenox Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is AED 490
AED 564 total
includes taxes & fees
9 Mar - 10 Mar
The Cornell Inn, Lenox & The Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (20 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is AED 698
AED 903 total
includes taxes & fees
10 Mar - 11 Mar
Prospect Berkshires
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.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Top The Berkshires Hotel Reviews

Explore a world of travel with Expedia