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 building with classical architecture, a traffic light, and a yellow taxi.
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Pittsfield

Pittsfield

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Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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Our top choices for Berkshire County hotels

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

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,706 reviews)
"Very pleased with our stay -great place for the family we will G-d willing return"
United States
Denton
$110 nightly
The price is $123
Nov 1 - Nov 2
Total with taxes and fees
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, (1,173 reviews)
"Our visit was very nice. Facilities were beautiful!"
United States
marilyn
$115 nightly
The price is $128
Nov 4 - Nov 5
Total with taxes and fees
Berkshire Mountain Lodge
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

3. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,031 reviews)
"A very good place to stay"
United States
Madhavi R
$136 nightly
The price is $152
Nov 1 - Nov 2
Total with taxes and fees
Berkshires Untold
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"The room was spacious, clean and comfortable. I will definitely stay there again."
United States
William
$106 nightly
The price is $118
Nov 1 - Nov 2
Total with taxes and fees
The Yankee Inn
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

5. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"Great staff, clean room and quiet."
United States
Stephan
$191 nightly
The price is $214
Nov 4 - Nov 5
Total with taxes and fees
The Red Lion Inn
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

6. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (45 reviews)
"Great stay!"
United States
Conor
$375 nightly
The price is $419
Nov 2 - Nov 3
Total with taxes and fees
Prospect Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

7. 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, (1,002 reviews)
"Beautiful setting, clean facilities. Thoroughly enjoyed my stay."
United States
Bob
$116 nightly
The price is $129
Nov 1 - Nov 2
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (227 reviews)
"Most helpful staff, very clean and best breakfast around"
United States
Sheldon
$103 nightly
The price is $115
Nov 4 - Nov 5
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

9. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (684 reviews)
"Excellent hotel! I love to stay here."
United States
Soleil
$174 nightly
The price is $194
Nov 2 - Nov 3
Total with taxes and fees
The Williams Inn
A resort with multiple buildings, a parking area, and a mountainous backdrop.

10. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,000 reviews)
"Even in the off season it was beautiful."
United States
Karen
$149 nightly
The price is $166
Oct 18 - Oct 19
Total with taxes and fees
Jiminy Peak Mountain Resort
A snow-covered outdoor area with a patio, seating, and a covered dining area.

11. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
$160 nightly
The price is $179
Oct 27 - Oct 28
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
A building with a porch and multiple windows, surrounded by purple flowers.

12. 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, (998 reviews)
"The facilities and property made for a wonderful family visit to the Bershires."
United States
Jared
$129 nightly
The price is $144
Oct 8 - Oct 9
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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, (392 reviews)
"The hotel staff were very friendly and helpful. There is ample parking and the location in town is great for walking to shops and restaurants. This is a very nice property."
United States
Michael
$132 nightly
The price is $147
Nov 2 - Nov 3
Total with taxes and fees
The Whitlock
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

14. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.8 out of 10, Exceptional, (142 reviews)
"The staff did ann excellent job communicating before we got there, while we were there, and even after we checked out. Good room, easily accessible, and beautiful area."
United States
Kees
$149 nightly
The price is $167
Nov 3 - Nov 4
Total with taxes and fees
Little Cat Lodge
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

15. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,004 reviews)
"Really like Hotel Downstreet ...great coffee and nice rooms."
United States
Augusta
$119 nightly
The price is $133
Nov 1 - Nov 2
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
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, (517 reviews)
"Great stay"
United States
Ram
$189 nightly
The price is $211
Nov 3 - Nov 4
Total with taxes and fees
The Porches Inn at Mass MoCA
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

17. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (61 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
$130 nightly
The price is $145
Nov 5 - Nov 6
Total with taxes and fees
Hideaway Inn Lenox
A building entrance with a large planter with purple flowers and a small tree.

18. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (935 reviews)
"Great place!"
United States
Lawrence
$127 nightly
The price is $141
Nov 1 - Nov 2
Total with taxes and fees
Hotel On North
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

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
United States
Joan
$76 nightly
The price is $85
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn Great Barrington
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

20. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,003 reviews)
"Good breakfast. Staff very friendly"
United States
Charlene
$89 nightly
The price is $99
Nov 1 - Nov 2
Total with taxes and fees
Willows Motel Williamstown
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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Great weekend hotel deals in Berkshire County, MA

Showing deals for:Oct 16 - Oct 18

Image gallery for The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8/10Excellent (1,001 reviews)
13% off
$730 nightly
Price is $1,707
Total with taxes and fees
The Red Lion Inn
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Top Berkshire County Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Th property was beautiful and amongst the nature. The entire family had a good time in the pool, hot tub and the other kids amenities. The EV charging onsite was a plus"
Arabinda 1-night trip
Posted 10 hours ago
Vacation Village in the Berkshires

Price trends for hotels in Berkshire County

Less expensive
More expensive
This month
Next month
December
July
$197
$145
Month
Price
January
$154
February
$176
March
$149
April
$176
May
$209
June
$177
July
$215
August
$203
September
$174
October
$197
November
$145
December
$144
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Berkshire County. Select dates and complete search for nightly totals inclusive of taxes and fees.

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