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The Berkshires Castle Hotels

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in The Berkshires

Exterior

1. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
$188 nightly
The price is $210
Nov 18 - Nov 19
Total with taxes and fees
Garden Gables
A hotel with a covered entrance, a registration desk, and a parking area.

2. 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
$126 nightly
The price is $141
Dec 12 - Dec 13
Total with taxes and fees
The Yankee Inn
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

3. 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
$112 nightly
The price is $125
Nov 29 - Nov 30
Total with taxes and fees
Hotel On North
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, (1,071 reviews)
"Nice Hotel"
United States
Juan
$106 nightly
The price is $119
Nov 17 - Nov 18
Total with taxes and fees
Berkshires Untold
A lodge with a large building and a dock by a lake, surrounded by forest.

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
$106 nightly
The price is $119
Dec 13 - Dec 14
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (858 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
$90 nightly
The price is $101
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A Super 8 motel with a two-story building, a parking lot, and a picnic table.

7. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
$85 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Lee - Lenox South
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

8. 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
$114 nightly
The price is $127
Dec 13 - Dec 14
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.

9. 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
$178 nightly
The price is $198
Nov 15 - Nov 16
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

10. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (944 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
$67 nightly
The price is $74
Nov 15 - Nov 16
Total with taxes and fees
Monument Mountain Motel
A large building with a prominent tower, surrounded by trees and a winding road.

11. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,271 reviews)
"Excellent stay!!!!"
United States
Susan J
$107 nightly
The price is $119
Dec 15 - Dec 16
Total with taxes and fees
Berkshire Mountain Lodge
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

12. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,848 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
$108 nightly
The price is $121
Nov 16 - Nov 17
Total with taxes and fees
Vacation Village in the Berkshires
A multi-story building with a symmetrical facade, multiple balconies, and a central tower.

13. 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
$128 nightly
The price is $143
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A hotel entrance with a covered driveway, a sign for Hampton Inn & Suites by Hilton, and a brick building with multiple windows.

14. 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
$108 nightly
The price is $121
Dec 15 - Dec 16
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

15. 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, (822 reviews)
"Nice view and location for fall color."
United States
Md
$161 nightly
The price is $179
Nov 18 - Nov 19
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

16. 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, (259 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
$103 nightly
The price is $115
Dec 13 - Dec 14
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A Quality Inn sign, a brick building, and a parking lot with cars.

17. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great location friendly staff"
United States
David
$76 nightly
The price is $85
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Great Barrington
A large house with a covered patio area featuring outdoor seating and a fire pit.

18. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (420 reviews)
"Nice location."
United States
Beverly
$129 nightly
The price is $144
Nov 15 - Nov 16
Total with taxes and fees
The Whitlock
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

19. 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
$197 nightly
The price is $220
Nov 29 - Nov 30
Total with taxes and fees
The Red Lion Inn
A multi-story hotel with a prominent entrance, a parking lot, and a flagpole.

20. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (718 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
$119 nightly
The price is $133
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
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
"We loved the place & desk staff . Breakfast room staff was curt and dismissive."
Stephen Bond 2-night trip
Posted 4 hours ago
The Red Lion Inn

Find out more about The Berkshires

The Berkshires Castles information

Number of reviews
7,029
Accommodation
0 Castles
Lowest Price
$74
Highest Price
$220

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