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Top 10 trending The Berkshires hotels

Our top choices for The Berkshires hotels

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1963)
"It was a beautiful property with lots to do"
The price is P6,172
P7,519 total
includes taxes & fees
Sep 1 - Sep 2
Vacation Village in the Berkshires
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is P7,217
P8,061 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Wonderful place to stay"
The price is P7,128
P7,963 total
includes taxes & fees
Sep 21 - Sep 22
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (688)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is P9,110
P10,176 total
includes taxes & fees
Aug 26 - Aug 27
Berkshires Untold
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great location!"
The price is P8,667
P9,681 total
includes taxes & fees
Aug 24 - Aug 25
Hotel Downstreet, Ascend Hotel Collection
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is P7,275
P10,354 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (698)
"Pleasant stay"
The price is P5,214
P6,620 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Loved our visit"
The price is P10,770
P14,576 total
includes taxes & fees
Aug 26 - Aug 27
The Red Lion Inn
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (523)
"Great place , love it, will return"
The price is P8,504
P9,499 total
includes taxes & fees
Sep 15 - Sep 16
The Constance by the Lenox Collection
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (582)
"Amazing place to stay. Can’t wait to go again. "
The price is P3,749
P5,460 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (863)
"Consistently a clean room with welcoming staff."
The price is P6,211
P6,938 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is P5,584
P6,238 total
includes taxes & fees
Sep 1 - Sep 2
Huttopia Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is P7,701
P8,602 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is P4,051
P4,526 total
includes taxes & fees
Sep 4 - Sep 5
FairBridge Inn Express
The Porches Inn at Mass MoCA
2 bedrooms, Frette Italian sheets, premium bedding, down comforters

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (408)
"Great well managed property with a unique style and nice amenities. Also, a continental breakfast is included with the stay."
The price is P10,718
P13,245 total
includes taxes & fees
Sep 1 - Sep 2
The Porches Inn at Mass MoCA
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (966)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is P9,060
P10,120 total
includes taxes & fees
Sep 1 - Sep 2
Jiminy Peak Mountain Resort
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (625)
"It was lovely!"
The price is P3,633
P4,058 total
includes taxes & fees
Sep 3 - Sep 4
Econo Lodge Lee - Great Barrington
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (263)
"Wonderful ambience and people!"
The price is P9,334
P10,426 total
includes taxes & fees
Sep 3 - Sep 4
The Whitlock
Blue Vista Motor Lodge
1 bedroom, in-room safe, desk, free WiFi

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (180)
"Clean, beautiful view wonderful service"
The price is P13,789
P14,575 total
includes taxes & fees
Aug 25 - Aug 26
Blue Vista Motor Lodge
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (290)
"Small comfortable room, accommodating staff, very close to Williams College."
The price is P5,077
P5,671 total
includes taxes & fees
Sep 2 - Sep 3
Williamstown Motel
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.
Showing deals for:Aug 29 - Aug 31

Image gallery for East Rock Inn

Private kitchen

East Rock Inn

2.0 star property
Great Barrington
9.4/10Exceptional (29 reviews)
10% off
Price is P19,334
P43,192 total
includes taxes & fees
East Rock Inn
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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 snow boarding and snow
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

10/10 Excellent
"Great stay. Well balanced, clean, friendly. "
Derek 1-night trip
Posted 2 days ago
Hotel Downstreet, Ascend Hotel Collection