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4 Aug - 5 Aug
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8 Aug - 10 Aug
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Top 10 The Berkshires hotels and places to stay

Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1931)
"Great stay with all plenty of things to do…"
The price is ฿4,231
฿5,082 total
includes taxes & fees
5 Aug - 6 Aug
Vacation Village in the Berkshires
The Black Swan Lee - Lenox, Ascend Hotel Collection
Relax in a serene lakeside setting with Adirondack chairs and a tranquil atmosphere.

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful location!"
The price is ฿4,117
฿4,599 total
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Yankee, Trademark Collection by Wyndham
Classic hotel entrance with a covered walkway, surrounded by beautifully maintained gardens.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Loved the Yankee Inn!"
The price is ฿4,946
฿5,525 total
includes taxes & fees
17 Aug - 18 Aug
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Relax in a stylish space with a bar area, seating area, and large windows offering views of the outdoors.

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (658)
"It's a clean, nice place. And easy to get to the surrounding towns."
The price is ฿13,787
฿15,400 total
includes taxes & fees
8 Aug - 9 Aug
Berkshires Untold
Hotel Downstreet, Ascend Hotel Collection
Two single beds with white linens and blue accents, accompanied by bedside tables and lamps, offer a functional workspace.

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1005)
"Clean,friendly staff and great location."
The price is ฿4,670
฿5,216 total
includes taxes & fees
2 Sept - 3 Sept
Hotel Downstreet, Ascend Hotel Collection
The Cornell Inn, Lenox & The Berkshires
Traditional two-story house with a welcoming porch and balcony, set amidst snow-covered trees.

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1003)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is ฿4,333
฿6,110 total
includes taxes & fees
27 Aug - 28 Aug
The Cornell Inn, Lenox & The Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Play a round of golf amidst lush surroundings and scenic obstacles.

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

3.5 star property
9.0 out of 10, Wonderful, (684)
"Had a great time"
The price is ฿3,875
฿4,782 total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Constance by the Lenox Collection
Situated in a tranquil setting, The Whittock offers a traditional home with a covered front porch and mature trees surrounding the property.

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (508)
"Property was excellent "
The price is ฿5,225
฿5,836 total
includes taxes & fees
2 Sept - 3 Sept
The Constance by the Lenox Collection
The Red Lion Inn
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"Loved our visit"
The price is ฿6,144
฿8,315 total
includes taxes & fees
6 Aug - 7 Aug
The Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Dine in style with a long table set for a memorable meal, surrounded by cushioned chairs and large windows offering a view of the outdoors.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (846)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is ฿3,738
฿4,176 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Enjoy cooking in this well-equipped kitchen with a double sink, oven, and gas range.

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (542)
"Excellent stay!"
Berkshire Mountain Lodge
Holiday Inn Express & Suites Pittsfield - Berkshires
Enjoy a diverse selection of hot and cold dishes at our buffet.

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
9.4 out of 10, Exceptional, (8)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is ฿5,222
฿5,833 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires
FairBridge Inn Express
Relax in a spacious room with a large bed, two bedside tables, and a separate bathtub area.

FairBridge Inn Express

2.5 star property
5.4 out of 10, (761)
"Close to our target event a plus"
The price is ฿2,311
฿2,582 total
includes taxes & fees
17 Aug - 18 Aug
FairBridge Inn Express
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (261)
"Lovely hotel in the heart of Lenox. The rooms and property were very nice. The staff was great. We would definitely stay here again!"
The price is ฿6,046
฿6,754 total
includes taxes & fees
2 Sept - 3 Sept
The Whitlock
Huttopia Berkshires
Situated in a lush forest, this cabin offers a serene retreat with a picnic table for outdoor dining or relaxation.

Huttopia Berkshires

1.0 star property
The price is ฿3,186
฿3,558 total
includes taxes & fees
1 Sept - 2 Sept
Huttopia Berkshires
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (318)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is ฿5,884
฿6,572 total
includes taxes & fees
2 Sept - 3 Sept
The Dewey
Econo Lodge Lee - Great Barrington
Relax in comfort with a large bed, two bedside tables, and a balcony with a view.

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (618)
"It was a clean, well-run, low cost option. "
The price is ฿2,072
฿2,315 total
includes taxes & fees
17 Aug - 18 Aug
Econo Lodge Lee - Great Barrington
The Porches Inn at Mass MoCA
Traditional buildings with welcoming front porches and easy street access.

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (405)
"Very comfortable room that worked great for our family. "
The price is ฿6,051
฿7,485 total
includes taxes & fees
2 Sept - 3 Sept
The Porches Inn at Mass MoCA
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Relax in a welcoming space with comfortable seating and a stunning chandelier.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (723)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is ฿4,909
฿5,483 total
includes taxes & fees
27 Aug - 28 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Best Western Plus Berkshire Hills Inn & Suites
Welcome to our reception area, featuring a comfortable seating area, a reception desk, and a beautiful abstract art piece.

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1002)
"Very nice stay"
The price is ฿3,868
฿4,321 total
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites
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.

Great weekend hotel deals in The Berkshires, MA

Showing deals for:15 Aug - 17 Aug

Image gallery for East Rock Inn

Enjoy cooking in this well-equipped kitchen with a central island and bar stools, featuring a refrigerator, microwave, and oven.

East Rock Inn

2.0 star property
Great Barrington
9.4/10Exceptional (28 reviews)
10% off
Price is ฿11,030
฿24,640 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 which includes snow and snowboarding
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Food was great!"
Emily 1-night trip
Posted 3 days ago
The Red Lion Inn