The Berkshires, MA Condo Resorts from AED 246

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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

AED 803 total

includes taxes & fees

11 Nov - 12 Nov

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

2. The Yankee Inn

Lenox

Stephanie

AED 464 total

includes taxes & fees

20 Nov - 21 Nov

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

3. Hotel On North

Pittsfield

Philip

AED 476 total

includes taxes & fees

29 Nov - 30 Nov

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

AED 439 total

includes taxes & fees

6 Dec - 7 Dec

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

5. Berkshires Untold

Lenox

Brian

AED 431 total

includes taxes & fees

17 Nov - 18 Nov

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

Joseph

AED 341 total

includes taxes & fees

8 Dec - 9 Dec

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

David

AED 310 total

includes taxes & fees

30 Nov - 1 Dec

8. Berkshire Mountain Lodge

Pittsfield

Susan J

AED 397 total

includes taxes & fees

6 Dec - 7 Dec

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

AED 246 total

includes taxes & fees

11 Nov - 12 Nov

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

AED 515 total

includes taxes & fees

15 Nov - 16 Nov

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

11. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

AED 716 total

includes taxes & fees

11 Nov - 12 Nov

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

12. The Whitlock

Lenox

Beverly

AED 450 total

includes taxes & fees

12 Nov - 13 Nov

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

AED 659 total

includes taxes & fees

15 Nov - 16 Nov

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

AED 525 total

includes taxes & fees

11 Nov - 12 Nov

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

15. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

AED 450 total

includes taxes & fees

16 Nov - 17 Nov

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

AED 451 total

includes taxes & fees

15 Nov - 16 Nov

17. Quality Inn Lee - Lenox South

Lee

Bernardo Jr

AED 354 total

includes taxes & fees

6 Dec - 7 Dec

A hotel patio with outdoor seating and a fire pit.

18. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

AED 487 total

includes taxes & fees

15 Nov - 16 Nov

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

AED 324 total

includes taxes & fees

11 Nov - 12 Nov

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

AED 800 total

includes taxes & fees

11 Nov - 12 Nov

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Top The Berkshires Hotel Reviews

Berkshires Untold

8/10 Good

"Nice Hotel"

Berkshire Mountain Lodge

10/10 Excellent

"Stayed here on my trip to Thunder Mountain Bike Park. The service was very good. Great communication thru out the days up to my reservation. Got here check in was quick and easy. The room was exactly as it looked in the pictures. It was clean and well taken care of. Only thing that was a bummer was the pool and hot tub are being worked on so they weren't available but they did say you could use the amenities at another resort but it's about 25-30 mins away. That's why the service is four stars nothing against the how they stayed in communication with me. They did let me know ahead of time which was nice."

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Great Barrington Vacations

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Recommended hotels in The Berkshires

1. Garden Gables

2. The Yankee Inn

3. Hotel On North

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

5. Berkshires Untold

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

7. Quality Inn Great Barrington

8. Berkshire Mountain Lodge

9. Monument Mountain Motel

10. Courtyard by Marriott Lenox Berkshires

11. The Cornell Inn, Lenox & The Berkshires

12. The Whitlock

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

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

15. Hampton Inn & Suites Berkshires-Lenox

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

17. Quality Inn Lee - Lenox South

18. Hilton Garden Inn Lenox Pittsfield

19. Howard Johnson by Wyndham Lenox

20. The Williams Inn

Find vacation rentals that suit your style

Top The Berkshires Hotel Reviews

Berkshires Untold

Berkshire Mountain Lodge

Quality Inn Great Barrington

The Red Lion Inn

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Search Condo Resorts in The Berkshires

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in The Berkshires

1. Garden Gables

2. The Yankee Inn

3. Hotel On North

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

5. Berkshires Untold

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

7. Quality Inn Great Barrington

8. Berkshire Mountain Lodge

9. Monument Mountain Motel

10. Courtyard by Marriott Lenox Berkshires

11. The Cornell Inn, Lenox & The Berkshires

12. The Whitlock

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

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

15. Hampton Inn & Suites Berkshires-Lenox

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

17. Quality Inn Lee - Lenox South

18. Hilton Garden Inn Lenox Pittsfield

19. Howard Johnson by Wyndham Lenox

20. The Williams Inn

Find vacation rentals that suit your style

Top The Berkshires Hotel Reviews

Berkshires Untold

Explore a world of travel with Expedia