The Berkshires Condominium Resorts

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Recommended hotels in The Berkshires

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

1. The Yankee Inn

Lenox

William

HK$946 total

includes taxes & fees

27 Oct - 28 Oct

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Pittsfield

Jay

HK$873 total

includes taxes & fees

1 Oct - 2 Oct

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

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

Pittsfield

Susan

HK$999 total

includes taxes & fees

20 Oct - 21 Oct

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

4. Berkshires Untold

Lenox

Drue

HK$1,226 total

includes taxes & fees

28 Sept - 29 Sept

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

5. Monument Mountain Motel

Great Barrington

Victor

HK$599 total

includes taxes & fees

25 Oct - 26 Oct

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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

Lee

Ann M

HK$1,207 total

includes taxes & fees

29 Sept - 30 Sept

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

7. Vacation Village in the Berkshires

Williamstown

Jacob

HK$920 total

includes taxes & fees

28 Sept - 29 Sept

A building entrance with a large planter with purple flowers and a small tree.

8. Hotel On North

Pittsfield

Drew

HK$1,176 total

includes taxes & fees

5 Oct - 6 Oct

9. Quality Inn Lee - Lenox South

Lee

Wendy

HK$961 total

includes taxes & fees

19 Oct - 20 Oct

A building with a porch and multiple windows, surrounded by purple flowers.

10. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Jared

HK$1,178 total

includes taxes & fees

29 Sept - 30 Sept

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

11. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

HK$1,239 total

includes taxes & fees

25 Oct - 26 Oct

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

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

Great Barrington

Bruce

HK$1,482 total

includes taxes & fees

1 Oct - 2 Oct

A modern hotel lobby with seating areas, tables, and a reception desk.

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

Great Barrington

Maria Dulce

HK$1,043 total

includes taxes & fees

19 Oct - 20 Oct

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

14. The Red Lion Inn

Stockbridge

Stephan

HK$1,770 total

includes taxes & fees

30 Sept - 1 Oct

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

15. The Whitlock

Lenox

Michael

HK$1,214 total

includes taxes & fees

28 Sept - 29 Sept

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

16. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

HK$1,381 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

17. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Alexandra

HK$1,184 total

includes taxes & fees

14 Oct - 15 Oct

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

18. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

HK$1,282 total

includes taxes & fees

25 Oct - 26 Oct

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

19. Quality Inn Great Barrington

Great Barrington

Joan

HK$886 total

includes taxes & fees

18 Oct - 19 Oct

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

20. Howard Johnson by Wyndham Lenox

Lenox

COLLEEN

HK$692 total

includes taxes & fees

28 Sept - 29 Sept

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Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"It was a well appointed suite with kitchen, dining area, living room with a fireplace and the bedroom and a nice quiet corner of the property. I did sit out on the balcony and watch the sun go down and I had the best night sleep. I’ve had in a long time I would definitely go back. I didn’t use any of the amenities that they charge extra for, but because I was traveling, it was nice to just have a quiet night in."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"I stayed in a townhouse, an upgrade from the room I booked. It was quiet and private, which I enjoyed, and more room than I needed. If my family's schedule had been different, I could have invited them over for a cookout (they live nearby). The townhouse was rather dated and I am afraid a bit dreary, with a lot of browns and beiges. But well-outfitted and convenient."

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