A historic building with a tall tower, surrounded by lush green trees and a well-maintained lawn.

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Top Cities in Berkshire County

A historic street with brick buildings, storefronts, and parked cars.
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Lee

Lee

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Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

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Our top choices for Berkshire County hotels

Indoor pool

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,851 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is RM328
RM411 total
includes taxes & fees
15 Nov - 16 Nov
Vacation Village in the Berkshires
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,272 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is RM313
RM441 total
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
Two Adirondack chairs facing a river with a forested hill in the background.

3. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is RM515
RM575 total
includes taxes & fees
12 Dec - 13 Dec
The Yankee Inn
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

4. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,073 reviews)
"Nice Hotel"
United States
Juan
The price is RM429
RM479 total
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"clean room - pleasant staff"
United States
Tina
The price is RM434
RM485 total
includes taxes & fees
13 Dec - 14 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A wooden house with a porch, surrounded by trees and a body of water.

6. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (52 reviews)
"Great experience!"
United States
Sunny
The price is RM975
RM1,226 total
includes taxes & fees
30 Nov - 1 Dec
Prospect Berkshires
An aerial view of a residential area with a prominent white building with a dark roof, surrounded by autumn-colored trees.

7. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is RM644
RM922 total
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn
A square fire pit with chairs around it, set on a stone patio with greenery in the background.

8. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is RM694
RM796 total
includes taxes & fees
15 Nov - 16 Nov
The Cornell Inn, Lenox & The Berkshires
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (260 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is RM421
RM470 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Nice place to stay"
United States
Michael
The price is RM451
RM583 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

11. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (714 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is RM829
RM926 total
includes taxes & fees
15 Nov - 16 Nov
The Williams Inn
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

12. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,001 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is RM548
RM612 total
includes taxes & fees
15 Nov - 16 Nov
Jiminy Peak Mountain Resort
A large house with a covered patio area featuring outdoor seating and a fire pit.

13. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (420 reviews)
"Nice location."
United States
Beverly
The price is RM527
RM589 total
includes taxes & fees
15 Nov - 16 Nov
The Whitlock
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

14. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,000 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is RM487
RM544 total
includes taxes & fees
29 Nov - 30 Nov
Hotel Downstreet, an Ascend Collection Hotel
A wooden fire pit surrounded by six Adirondack chairs in a forested area.

15. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (159 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is RM547
RM613 total
includes taxes & fees
17 Nov - 18 Nov
Little Cat Lodge
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

16. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (531 reviews)
"always enjoy staying here!"
United States
Evonne
The price is RM657
RM825 total
includes taxes & fees
22 Nov - 23 Nov
The Porches Inn at Mass MoCA
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

17. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (985 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is RM474
RM529 total
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
An outdoor patio area with a circular fire pit surrounded by wicker furniture and a stone fire table.

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
The price is RM465
RM519 total
includes taxes & fees
13 Dec - 14 Dec
Courtyard by Marriott Lenox Berkshires
A spacious hotel lobby with multiple seating areas, large windows, and a television.

19. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is RM441
RM493 total
includes taxes & fees
15 Dec - 16 Dec
Hampton Inn & Suites Berkshires-Lenox
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (823 reviews)
"Nice view and location for fall color."
United States
Md
The price is RM656
RM732 total
includes taxes & fees
18 Nov - 19 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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.
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Showing deals for:27 Nov - 29 Nov

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Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8/10Excellent (2,851 reviews)
Member Price available
Price is RM576
RM1,377 total
includes taxes & fees
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Vacation Village in the Berkshires
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Top Berkshire County Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"The staff were super kind and helpful, however there were some concerns. The indoor pool was closed because there were too many pool chemicals in it, which was tough since that was a primary reason for choosing this property. This meant that the families with children were relegated to the hot tub and pool table areas because the arcade area costs money to play. The staff were kind, but the lack of swimming pool and the abundance of bored children arouns changed the atmosphere. "Too many chemicals" in the pool seems like an avoidable problem. The room was lovely, but we had to take out our own trash and wash our own dishes which wasn't quite "vacation vibes" since this was listed as a hotel. Loved the gas fireplace, but it does run on by using a dial on the wall that makes a ticking sound constantly. The walls were super thin, so I could see where that would be a challenge during busy season. Honestly, I feel like the whole property would feel kind of feral during busy season with so many "first come, first served" elements, but the mountain views were gorgeous and the staff were very very kind and helpful. Also, the room was beautifully clean and cozy, which is always a nice feeling."
Johanna 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

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