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Berkshire County Accommodation: Most Popular Cities to Stay

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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, (2182)
"Awesome for ski"
United States
Lazar
The price is Rp1.741.531
Rp2.129.038 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vacation Village in the Berkshires

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (553)
"staff was great"
United States
Tim
The price is Rp3.306.747
Rp3.693.636 total
includes taxes & fees
24 Dec - 25 Dec
The Williams Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (819)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is Rp1.836.588
Rp2.051.469 total
includes taxes & fees
24 Dec - 25 Dec
Berkshires Untold

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (794)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is Rp1.655.638
Rp2.224.146 total
includes taxes & fees
11 Jan - 12 Jan 2026
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, (1007)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is Rp1.682.733
Rp1.879.613 total
includes taxes & fees
13 Jan - 14 Jan 2026
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, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is Rp2.516.550
Rp3.560.583 total
includes taxes & fees
14 Jan - 15 Jan 2026
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, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is Rp1.641.500
Rp1.833.623 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1006)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is Rp1.267.138
Rp1.415.393 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Yankee, Trademark Collection by Wyndham

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, (806)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is Rp2.140.650
Rp2.718.569 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the 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, (1001)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is Rp2.099.138
Rp2.344.738 total
includes taxes & fees
22 Jan - 23 Jan 2026
Hotel Downstreet, an Ascend Collection Hotel

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (448)
"It is the perfect place to stay!"
United States
Darrell
The price is Rp2.410.016
Rp3.066.786 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Porches Inn at Mass MoCA

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"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 Rp4.891.000
Rp6.024.473 total
includes taxes & fees
8 Jan - 9 Jan 2026
Prospect Berkshires

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, (68)
"Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!"
United States
Jeanne
The price is Rp1.893.588
Rp2.115.023 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (807)
"Clean room and staff was super friendly"
United States
Yuen
The price is Rp2.495.750
Rp2.787.752 total
includes taxes & fees
30 Dec - 31 Dec
Hotel On North

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (592)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is Rp2.328.250
Rp2.600.655 total
includes taxes & fees
6 Jan - 7 Jan 2026
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, (1000)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is Rp2.803.342
Rp3.225.272 total
includes taxes & fees
24 Dec - 25 Dec
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, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is Rp3.668.250
Rp4.097.435 total
includes taxes & fees
4 Jan - 5 Jan 2026
Jiminy Peak Mountain Resort

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is Rp1.742.000
Rp1.945.814 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox

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, (710)
"Great hospitality "
United States
regina maria
The price is Rp1.792.250
Rp2.001.944 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is Rp2.261.250
Rp2.525.817 total
includes taxes & fees
7 Jan - 8 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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.

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