Photo by Photo courtesy of Berkshire Visitors Bureau

Find hotels in The Berkshires, MA from ฿2,628

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24 Dec - 25 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for The Berkshires hotels

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, (1006)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is ฿2,619
฿2,926 total
includes taxes & fees
3 Jan - 4 Jan 2026
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, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ฿3,048
฿3,405 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (2182)
"Awesome for ski"
United States
Lazar
The price is ฿3,234
฿3,954 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vacation Village in the Berkshires
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, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ฿3,120
฿3,485 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (820)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is ฿3,940
฿4,400 total
includes taxes & fees
25 Dec - 26 Dec
Berkshires Untold
Check-in/check-out kiosk
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (795)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is ฿3,070
฿4,124 total
includes taxes & fees
12 Jan - 13 Jan 2026
Berkshire Mountain Lodge
Property entrance
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (808)
"Clean room and staff was super friendly"
United States
Yuen
The price is ฿4,635
฿5,177 total
includes taxes & fees
30 Dec - 31 Dec
Hotel On North
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, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is ฿4,199
฿4,691 total
includes taxes & fees
11 Jan - 12 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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, (806)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is ฿3,975
฿5,049 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior
The Whitlock

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
"great location"
United States
Brian
The price is ฿4,482
฿5,006 total
includes taxes & fees
25 Dec - 26 Dec
The Whitlock
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is ฿3,978
฿4,443 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Lenox Pittsfield
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, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is ฿2,376
฿2,654 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Red Lion Inn

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 ฿4,666
฿6,602 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
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, (448)
"It is the perfect place to stay!"
United States
Darrell
The price is ฿4,468
฿5,686 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Porches Inn at Mass MoCA
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, (710)
"Great hospitality "
United States
regina maria
The price is ฿3,328
฿3,718 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby lounge
Hampton Inn & Suites Berkshires-Lenox

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 ฿3,235
฿3,614 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox
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, (1000)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ฿3,881
฿4,335 total
includes taxes & fees
6 Jan - 7 Jan 2026
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, (592)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ฿4,324
฿4,830 total
includes taxes & fees
20 Jan - 21 Jan 2026
Courtyard by Marriott Lenox Berkshires
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is ฿4,199
฿4,691 total
includes taxes & fees
4 Jan - 5 Jan 2026
Element Lenox Berkshires
Front of property
Chambery Inn

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
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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Holiday Rentals in The Berkshires

Condo
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, (2182)
"Awesome for ski"
Vacation Village in the Berkshires
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Stay near popular Western Massachusetts attractions

Hancock showing autumn colours

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 featuring flowers
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

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

10/10 Excellent
"very good stay my only recommendation would be to have more coffee supplies as their is only enough for one pot of coffee and we were staying two days other than that very peaceful and comfortable."
Dennis 2-night trip
Posted 2 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap stays in The Berkshires

Quality Inn

Quality Inn

372 Main Street Great Barrington MA
The price is ฿2,353 per night from 11 Jan to 12 Jan
฿2,353
฿2,628 total
11 Jan - 12 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)