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Find hotels in The Berkshires, MA from ₩113,525

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Dec 8 - Dec 9
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Compare 1,085 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ₩131,116
₩162,615 total
includes taxes & fees
Dec 10 - Dec 11
Vacation Village in the Berkshires
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1006)
"Great stay!"
United States
Ann
The price is ₩131,466
₩146,848 total
includes taxes & fees
Dec 15 - Dec 16
The Yankee, Trademark Collection by Wyndham
Exterior
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, (1004)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is ₩149,069
₩166,510 total
includes taxes & fees
Dec 17 - Dec 18
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (809)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is ₩161,511
₩180,407 total
includes taxes & fees
Dec 9 - Dec 10
Berkshires Untold
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

3.5 star property
South Lee
9.0 out of 10, Wonderful, (797)
"Place was great!"
United States
Benjamin
The price is ₩167,776
₩216,203 total
includes taxes & fees
Dec 11 - Dec 12
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Restaurant
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, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₩135,222
₩151,043 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is ₩246,132
₩283,177 total
includes taxes & fees
Dec 9 - Dec 10
The Cornell Inn, Lenox & The Berkshires
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ₩228,317
₩320,851 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Red Lion Inn
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ₩157,759
₩176,217 total
includes taxes & fees
Dec 20 - Dec 21
Hotel Downstreet, an Ascend Collection Hotel
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (781)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Lobby sitting area
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, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ₩142,735
₩159,434 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down comforters, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (445)
"It is the perfect place to stay!"
United States
Darrell
The price is ₩211,598
₩269,261 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Porches Inn at Mass MoCA
Front of property - evening/night
The Williams Inn

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (548)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is ₩290,330
₩324,299 total
includes taxes & fees
Dec 9 - Dec 10
The Williams Inn
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Exterior
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, (705)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is ₩150,247
₩167,826 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Egyptian cotton sheets, premium bedding, down comforters, minibar
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 ₩382,982
₩477,150 total
includes taxes & fees
Dec 10 - Dec 11
Prospect Berkshires
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ₩198,856
₩222,122 total
includes taxes & fees
Dec 14 - Dec 15
Courtyard by Marriott Lenox Berkshires
Front of property - evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is ₩219,478
₩245,156 total
includes taxes & fees
Dec 9 - Dec 10
Hotel On North
Exterior
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 ₩278,399
₩310,972 total
includes taxes & fees
Dec 9 - Dec 10
Jiminy Peak Mountain Resort
Single Room | In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

2.0 star property
North Adams
9.8 out of 10, Exceptional, (195)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is ₩263,065
₩278,060 total
includes taxes & fees
Dec 9 - Dec 10
Blue Vista Motor Lodge
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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Great weekend hotel deals in The Berkshires, MA

Showing deals for:Dec 19 - Dec 21

Image gallery for Prospect Berkshires

Egyptian cotton sheets, premium bedding, down comforters, minibar

Prospect Berkshires

3.0 star property
Great Barrington
9.6/10Exceptional (15 reviews)
10% off
Price is ₩563,426
₩1,357,414 total
includes taxes & fees
Prospect Berkshires
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Stay near popular The Berkshires attractions

Hancock featuring fall colors

Jiminy Peak Mountain Resort

4.3/5 (199 reviews)
Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.
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A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip
Photo by Wanderlustfemale
Open Photo by Wanderlustfemale

Tanglewood Music Center

4.8/5 (235 reviews)
Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.
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Learn more about The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

See all hotels in The Berkshires
The Berkshires showing flowers
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Clean spacious toom"
Daniel 2-night trip
Posted 2 days ago
Vacation Village in the Berkshires

More cheap stays in The Berkshires

Quality Inn

Quality Inn

170 Housatonic Street Lee MA
The price is ₩133,352 per night from Dec 28 to Dec 29
₩133,352
₩148,954 total
Dec 28 - Dec 29
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)

Hotels in The Berkshires with star-rating

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