The Berkshires Condo 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

Karen

P10,882 total

includes taxes & fees

Sep 14 - Sep 15

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

2. Berkshire Mountain Lodge

Pittsfield

Robert

P7,892 total

includes taxes & fees

Aug 31 - Sep 1

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

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

Lee

James

P8,781 total

includes taxes & fees

Sep 14 - Sep 15

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

4. Quality Inn Great Barrington

Great Barrington

Sisile

P6,381 total

includes taxes & fees

Sep 15 - Sep 16

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

5. Berkshires Untold

Lenox

Pamela

P8,802 total

includes taxes & fees

Sep 9 - Sep 10

A serene riverside view with a stone bridge, reflecting trees and buildings.

6. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Claudia

P9,264 total

includes taxes & fees

Aug 31 - Sep 1

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

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

Pittsfield

Ken

P8,747 total

includes taxes & fees

Sep 8 - Sep 9

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

8. The Red Lion Inn

Stockbridge

Patricia

P14,518 total

includes taxes & fees

Sep 14 - Sep 15

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

9. Hotel On North

Pittsfield

Drew

P12,328 total

includes taxes & fees

Sep 7 - Sep 8

A calm lake at dusk with a wooden dock and two chairs facing the water.

10. Berkshire Lake Lodge

Lee

mike

P10,245 total

includes taxes & fees

Sep 8 - Sep 9

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

11. Vacation Village in the Berkshires

Williamstown

Nyra

P7,334 total

includes taxes & fees

Sep 2 - Sep 3

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

12. Monument Mountain Motel

Great Barrington

John

P5,888 total

includes taxes & fees

Sep 1 - Sep 2

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

13. The Whitlock

Lenox

Constance

P11,639 total

includes taxes & fees

Sep 8 - Sep 9

14. Quality Inn Lee - Lenox South

Lee

Christine

P7,552 total

includes taxes & fees

Sep 15 - Sep 16

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

15. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

P10,075 total

includes taxes & fees

Sep 13 - Sep 14

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

16. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

P8,978 total

includes taxes & fees

Sep 20 - Sep 21

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

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

Great Barrington

BJORN

P7,920 total

includes taxes & fees

Sep 20 - Sep 21

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

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

Great Barrington

Lisa

P13,406 total

includes taxes & fees

Aug 26 - Aug 27

An outdoor seating area with Adirondack chairs and potted plants.

19. Cozy Corner Motel

Williamstown

Jeremy

P6,392 total

includes taxes & fees

Sep 9 - Sep 10

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

20. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Victoria

P10,245 total

includes taxes & fees

Sep 1 - Sep 2

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Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Easy, relaxed stay at a great hotel with excellent staff!"

Howard Johnson by Wyndham Lenox

8/10 Good

"Very nice staff and very clean big room. Not a new hotel but it is well kept and budget friendly, less than 50% of other hotels nearby, during the Tanglewood festival. Prepared food at the supermarket across the hotel was great and inexpensive. Free shuttle at the supermarket to downtown Lenox every hour."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"I had 2 rooms. 1 room (414) did not have a phone, the microwave didn't have power. The other room was fine. We didn't like that there was only 1 elevator working as we had to wait quite a while sometimes to go up or down. We understand that the hotel is undergoing renovations. Overall, we enjoyed our stay."

Vacation Village in the Berkshires

10/10 Excellent

"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."

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