Find the best Berkshire County Hotels

  • 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

Berkshire County Accommodation: Most Popular Cities to Stay

Williamstown featuring café lifestyle
HotelsHotels

Williamstown

Williamstown

Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Berkshire County hotels

Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,206 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is 2.731.240 ₫
3.338.966 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Vacation Village in the Berkshires
Front of property – evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (560 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is 4.889.974 ₫
5.462.101 ₫ total
includes taxes & fees
25 Jan - 26 Jan
The Williams Inn
Lobby
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (810 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is 2.592.356 ₫
3.482.511 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (834 reviews)
"Great hospitality and beautiful design. Our family had a great time!"
United States
Alison
The price is 2.957.627 ₫
3.303.670 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Berkshires Untold
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"Old time charm and hot tub under the stars"
United States
Lori
The price is 3.966.619 ₫
5.604.491 ₫ total
includes taxes & fees
28 Jan - 29 Jan
The Red Lion Inn
Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is 2.567.795 ₫
2.868.227 ₫ total
includes taxes & fees
3 Feb - 4 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Everything was great! "
Canada
Daphne
The price is 2.433.823 ₫
2.718.579 ₫ total
includes taxes & fees
22 Jan - 23 Jan
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-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, (1,000 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is 2.574.362 ₫
2.875.667 ₫ total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

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, (818 reviews)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is 2.792.463 ₫
3.632.994 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18 reviews)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is 5.569.028 ₫
7.100.878 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Prospect Berkshires
Exterior
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (452 reviews)
"It is the perfect place to stay!"
United States
Darrell
The price is 3.775.409 ₫
4.804.272 ₫ total
includes taxes & fees
12 Feb - 13 Feb
The Porches Inn at Mass MoCA
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,004 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is 3.284.676 ₫
3.668.983 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Hotel Downstreet, an Ascend Collection Hotel
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (596 reviews)
"Our stay was great! "
United States
Gianna
The price is 3.887.812 ₫
4.342.686 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Courtyard by Marriott Lenox Berkshires
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (73 reviews)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is 3.219.266 ₫
3.595.920 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Jiminy Peak Mountain Resort

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 5.752.911 ₫
6.426.002 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Jiminy Peak Mountain Resort
Exterior
The Cornell Inn, Lenox & The 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 4.094.450 ₫
4.710.706 ₫ total
includes taxes & fees
1 Feb - 2 Feb
The Cornell Inn, Lenox & The Berkshires
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (761 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is 3.546.315 ₫
3.961.234 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property entrance
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (815 reviews)
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is 3.914.081 ₫
4.372.028 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Hotel On North
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

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, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is 2.006.292 ₫
2.241.028 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (719 reviews)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is 2.810.783 ₫
3.139.644 ₫ total
includes taxes & fees
22 Jan - 23 Jan
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.
View all properties

Great weekend hotel deals in Berkshire County, MA

Showing deals for:23 Jan - 25 Jan

Image gallery for Prospect Berkshires

Exterior

Prospect Berkshires

3.0 star property
Egremont
9.6/10Exceptional (18 reviews)
Member Price available
Price is 8.725.624 ₫
21.254.464 ₫ total
includes taxes & fees
Sign in for Member Price
Prospect Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Berkshire County Hotel Reviews

Prospect Berkshires

Prospect Berkshires

10/10 Excellent
"Wonderful stay - the property becomes a beautiful winter wonderland in December! Cabin was warm and well-designed, sauna was amazing and easily accessible all day, the staff was friendly, super responsive and drove us around the property when needed. Would recommend and plan to comeback!"
Michie 3-night trip
Posted 2 weeks ago
Prospect Berkshires
Huttopia Berkshires

Huttopia Berkshires

10/10 Excellent
"Healthy food too!"
GEORGINA 2-night trip
Posted 3 months ago
Huttopia Berkshires

Explore a world of travel with Expedia