Book 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, (2,249 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is NZ$213
includes taxes & fees
22 Feb - 23 Feb
Vacation Village in the Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (850 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is NZ$251
includes taxes & fees
22 Feb - 23 Feb
Berkshire Mountain Lodge

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (576 reviews)
"Great stay. Comfortable hotel and very friendly staff. Restaurant is very good. "
United States
Veronica
The price is NZ$343
includes taxes & fees
11 Mar - 12 Mar
The Williams Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (862 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
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, (1,008 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is NZ$173
includes taxes & fees
1 Mar - 2 Mar
The Yankee, Trademark Collection by Wyndham

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 NZ$422
includes taxes & fees
3 Mar - 4 Mar
Prospect Berkshires

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, (840 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is NZ$208
includes taxes & fees
4 Mar - 5 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

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)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is NZ$183
includes taxes & fees
15 Mar - 16 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is NZ$347
includes taxes & fees
23 Feb - 24 Feb
The Red Lion Inn

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, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NZ$193
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,003 reviews)
"Spotless and front desk staff...friendly and accommodating "
United States
Barbara
The price is NZ$213
includes taxes & fees
22 Mar - 23 Mar
Hotel Downstreet, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (601 reviews)
"Our stay was great! "
United States
Gianna
The price is NZ$236
includes taxes & fees
15 Mar - 16 Mar
Courtyard by Marriott Lenox 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, (457 reviews)
"The great people!!!"
United States
Julie
The price is NZ$306
includes taxes & fees
23 Mar - 24 Mar
The Porches Inn at Mass MoCA

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is NZ$179
includes taxes & fees
22 Mar - 23 Mar
Best Western Plus Berkshire Hills Inn & Suites

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, (83 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is NZ$247
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (767 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NZ$301
includes taxes & fees
25 Feb - 26 Feb
Fairfield Inn & Suites by Marriott Great Barrington 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, (1,000 reviews)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is NZ$257
includes taxes & fees
22 Feb - 23 Feb
The Cornell Inn, Lenox & The Berkshires

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is NZ$353
includes taxes & fees
22 Mar - 23 Mar
Jiminy Peak Mountain Resort

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (824 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is NZ$278
includes taxes & fees
24 Mar - 25 Mar
Hotel On North

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (736 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is NZ$193
includes taxes & fees
17 Mar - 18 Mar
Holiday Inn Express Hotel & Suites Great Barrington 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.

The Annual Holiday Sale

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

Great weekend hotel deals in Berkshire County, MA

Showing deals for:6 Mar - 8 Mar

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