The Berkshires Condominium Resort Rental from CA $84

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Recommended hotels in The Berkshires

A hotel room with a bed, a television, a wardrobe, and a bathroom visible through an open door.

1. Garden Gables

Lenox

Eyee

CA $309 total

includes taxes & fees

Nov 10 - Nov 11

Two Adirondack chairs facing a river with a forested hill in the background.

2. The Yankee Inn

Lenox

Stephanie

CA $176 total

includes taxes & fees

Dec 2 - Dec 3

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

3. Hotel On North

Pittsfield

Philip

CA $183 total

includes taxes & fees

Nov 29 - Nov 30

A lodge with a large building and a dock by a lake, surrounded by forest.

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

CA $166 total

includes taxes & fees

Dec 3 - Dec 4

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

5. Berkshires Untold

Lenox

Brian

CA $166 total

includes taxes & fees

Nov 17 - Nov 18

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

6. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Cynthia

CA $131 total

includes taxes & fees

Dec 8 - Dec 9

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

7. Quality Inn Great Barrington

Downtown Great Barrington

Lynne

CA $119 total

includes taxes & fees

Nov 30 - Dec 1

8. Berkshire Mountain Lodge

Pittsfield

Susan J

CA $153 total

includes taxes & fees

Dec 6 - Dec 7

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

9. Monument Mountain Motel

Great Barrington

Martha

CA $94 total

includes taxes & fees

Nov 10 - Nov 11

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

10. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

CA $198 total

includes taxes & fees

Nov 15 - Nov 16

A snow-covered outdoor area with a patio, seating, and a covered dining area.

11. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

CA $276 total

includes taxes & fees

Nov 10 - Nov 11

A large house with a covered patio area featuring outdoor seating and a fire pit.

12. The Whitlock

Lenox

Beverly

CA $166 total

includes taxes & fees

Dec 1 - Dec 2

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

13. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Md

CA $254 total

includes taxes & fees

Nov 15 - Nov 16

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

14. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Michael

CA $202 total

includes taxes & fees

Nov 10 - Nov 11

A spacious hotel lobby with multiple seating areas, large windows, and a television.

15. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

CA $173 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear water, tiled floors, and a blue wall.

16. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Ruth

CA $174 total

includes taxes & fees

Nov 15 - Nov 16

17. Quality Inn Lee - Lenox South

Lee

Bernardo Jr

CA $134 total

includes taxes & fees

Dec 1 - Dec 2

A hotel patio with outdoor seating and a fire pit.

18. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

CA $187 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

19. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

CA $125 total

includes taxes & fees

Nov 10 - Nov 11

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

20. The Williams Inn

Williamstown

Pete

CA $308 total

includes taxes & fees

Nov 10 - Nov 11

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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

A large white building with multiple chimneys, surrounded by lush gardens with various flowers.

Top reviews in The Berkshires

A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

Granville House

Housatonic

10/10 Excellent

Rebecca

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

Devonfield Inn B&B

Lee

10/10 Excellent

We stayed at the Devonfield Inn in mid-October during peak foliage season. The hotel is a wonderful historic home built in 1800 with much of its historic character preserved. Our hosts were so welcoming and made us feel at home. The room was very comfortable and breakfast was fantastic. In the morning, we got a special surprise to see a bear on the patio drinking from the fountain and robbing the bird feeder. Overall we highly recommend the Devonfield. We will definitely go back.

Lise