Search Berkshire County Hotels

  • 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

Top Cities in Berkshire County

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Berkshire County hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,357 reviews)
"great stay. "
United States
John
The price is RM339
RM422 total
includes taxes & fees
19 May - 20 May
Vacation Village in the Berkshires

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (946 reviews)
"Great stay!"
United States
Aditya
The price is RM453
RM506 total
includes taxes & fees
21 May - 22 May
Berkshires Untold

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (934 reviews)
"Clean and great job staffing "
United States
Pedro
The price is RM347
RM476 total
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was friendly, room was clean and the beds were comfortable. Dog friendly also. Good breakfast selection. I would stay there again."
United States
Lillian
The price is RM500
RM558 total
includes taxes & fees
19 May - 20 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (896 reviews)
"Family friendly resort with amenities the whole family can enjoy!"
United States
Justina
The price is RM459
RM590 total
includes taxes & fees
18 May - 19 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (627 reviews)
"Amazing place to stay."
United States
Augusta
The price is RM1,106
RM1,235 total
includes taxes & fees
21 May - 22 May
The Williams Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is RM616
RM863 total
includes taxes & fees
27 May - 28 May
The Red Lion Inn

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is RM431
RM481 total
includes taxes & fees
18 May - 19 May
The Yankee Inn

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Good location and great breakfast."
United States
Linda
The price is RM554
RM619 total
includes taxes & fees
25 May - 26 May
Hampton Inn & Suites Berkshires-Lenox

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 RM662
RM739 total
includes taxes & fees
31 May - 1 Jun
Courtyard by Marriott Lenox Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"enjoy your vacation"
United States
lev
The price is RM616
RM708 total
includes taxes & fees
21 May - 22 May
The Cornell Inn, Lenox & The Berkshires

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (473 reviews)
"Very beautiful hotel! The room was very clean."
United States
Daniel
The price is RM708
RM880 total
includes taxes & fees
26 May - 27 May
The Porches Inn at Mass MoCA

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,002 reviews)
"Hot tub and pool was awesome "
United States
Lisa
The price is RM575
RM642 total
includes taxes & fees
20 May - 21 May
Hotel Downstreet, an Ascend Collection Hotel

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (25 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is RM1,364
RM1,657 total
includes taxes & fees
18 May - 19 May
Prospect Berkshires

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,005 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is RM334
RM373 total
includes taxes & fees
19 May - 20 May
Quality Inn Great Barrington

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 RM467
RM521 total
includes taxes & fees
25 May - 26 May
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (854 reviews)
"It was an absolute pleasure to stay! We enjoyed ourselves and felt very comfortable"
United States
philip
The price is RM629
RM702 total
includes taxes & fees
16 Jun - 17 Jun
Hotel On North

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is RM376
RM420 total
includes taxes & fees
11 Jun - 12 Jun
The Little Lion

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (94 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is RM502
RM561 total
includes taxes & fees
28 May - 29 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (299 reviews)
"Nice rooms, great location."
United States
Rick
The price is RM454
RM507 total
includes taxes & fees
18 May - 19 May
The Whitlock
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.

Showing deals for:29 May - 31 May

Save an average of 15% on thousands of hotels when you're signed in

Top Berkshire County Hotel Reviews

Explore a world of travel with Expedia