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The Berkshires Castle Hotels

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29
No exact matches found, but these alternatives could be just right

Recommended hotels in The Berkshires

A hotel with a covered entrance, a registration desk, and a parking area.

1. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,016 reviews)
"The room was spacious, clean and comfortable. I will definitely stay there again."
United States
William
$108 nightly
The price is $121
Oct 27 - Oct 28
Total with taxes and fees
The Yankee Inn
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,160 reviews)
"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."
United States
Jay
$109 nightly
The price is $121
Oct 1 - Oct 2
Total with taxes and fees
Berkshire Mountain Lodge
A lodge with a large building and a dock by a lake, surrounded by forest.

3. 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, (1,005 reviews)
"A very clean and lovely property!"
United States
Ann M
$135 nightly
The price is $151
Oct 29 - Oct 30
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A large, modern two-story house with a prominent gable roof, large windows, and a covered porch area.

4. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,028 reviews)
"It"s a very nice small Hotel- nicely appointed"
United States
Drue
$152 nightly
The price is $170
Sep 29 - Sep 30
Total with taxes and fees
Berkshires Untold
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

5. 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, (220 reviews)
"Enjoyed the jacuzzi, the comfortable, spacious room, and staff was awesome!"
United States
Susan
$103 nightly
The price is $115
Oct 29 - Oct 30
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

6. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (916 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
$76 nightly
The price is $85
Oct 25 - Oct 26
Total with taxes and fees
Monument Mountain Motel
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,683 reviews)
"Love this place for a weekend getaway."
United States
Jacob
$122 nightly
The price is $136
Sep 29 - Sep 30
Total with taxes and fees
Vacation Village in the Berkshires
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

8. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (929 reviews)
"Very nice and reasonably priced hotel for the region."
United States
Drew
$152 nightly
The price is $170
Oct 5 - Oct 6
Total with taxes and fees
Hotel On North
A Super 8 motel with a two-story building, a parking lot, and a picnic table.

9. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,008 reviews)
"Very nice stay"
United States
Christine
$110 nightly
The price is $122
Oct 19 - Oct 20
Total with taxes and fees
Quality Inn Lee - Lenox South
A multi-story hotel with balconies, a central tower, and a mountain backdrop.

10. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (995 reviews)
"The facilities and property made for a wonderful family visit to the Bershires."
United States
Jared
$135 nightly
The price is $150
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Club Vacations Oak 'n Spruce Resort
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

11. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (661 reviews)
"Nice hotel."
United States
Tracy
$141 nightly
The price is $158
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

12. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,014 reviews)
"Great staff, clean room and quiet."
United States
Stephan
$200 nightly
The price is $224
Sep 29 - Sep 30
Total with taxes and fees
The Red Lion Inn
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, (387 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
$139 nightly
The price is $155
Sep 29 - Sep 30
Total with taxes and fees
The Whitlock
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

14. 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, (812 reviews)
"No extra amenities…just an average hotel"
United States
Bruce
$195 nightly
The price is $217
Oct 4 - Oct 5
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (828 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
$119 nightly
The price is $133
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A snow-covered outdoor area with a patio, seating, and a covered dining area.

16. 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 modern hotel building with the name "Hotel Downtown" on the facade.

17. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,003 reviews)
"Clean room, great location. Perfect base for a weekend in the Berkshires."
United States
Alexandra
$135 nightly
The price is $151
Oct 14 - Oct 15
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
A modern hotel with a prominent entrance, multiple floors, and a clear sky.

18. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (710 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
$146 nightly
The price is $163
Oct 4 - Oct 5
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
A Quality Inn sign, a brick building, and a parking lot with cars.

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
$101 nightly
The price is $113
Oct 19 - Oct 20
Total with taxes and fees
Quality Inn Great Barrington
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

20. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (917 reviews)
"We were in town for a concert and skeptical at first but when we arrived at our room it was very clean, the front desk was quick and pleasant, would definitely recommend as a nice place to stay!"
United States
COLLEEN
$79 nightly
The price is $88
Sep 29 - Sep 30
Total with taxes and fees
Howard Johnson by Wyndham Lenox
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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Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."
Michael 1-night trip
Posted less than an hour ago
The Red Lion Inn

Find out more about The Berkshires

The Berkshires Castles information

Number of reviews
12,961
Accommodation
0 Castles
Lowest Price
$85
Highest Price
$224

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