A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Top Cities in Berkshire County

A town hall with a central dome and columns, surrounded by trees and people.
B&BB&B

Lenox

Lenox

Our top choices for Berkshire County bed & breakfast

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

1. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is ￥25,900
￥29,707 total
includes taxes & fees
Sep 24 - Sep 25
The Cornell Inn, Lenox & The Berkshires

2. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is ￥28,810
￥32,181 total
includes taxes & fees
Sep 27 - Sep 28
Wilder House Berkshires
A red building with a sign reading "Shaker Mill Inn."

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (474 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ￥28,369
￥31,121 total
includes taxes & fees
Sep 24 - Sep 25
Shaker Mill Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

4. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (518 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is ￥23,219
￥25,936 total
includes taxes & fees
Sep 24 - Sep 25
Whistler's Inn Bed & Breakfast
A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

5. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (157 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is ￥28,144
￥31,437 total
includes taxes & fees
Sep 24 - Sep 25
The Trail in Adams - Berkshires’ Art Hotel

6. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is ￥67,039
￥78,627 total
includes taxes & fees
Sep 24 - Sep 25
The Inn at Stockbridge
A dining table with pastries, a coffee pot, and a vase of sunflowers.

7. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (106 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is ￥35,237
￥39,360 total
includes taxes & fees
Sep 27 - Sep 28
Granville House
A two-story house with a brick entrance and a white facade.

8. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ￥81,246
￥98,286 total
includes taxes & fees
Oct 12 - Oct 13
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A two-story building with a sign reading "Chambéry Inn".

9. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (388 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is ￥41,235
￥46,059 total
includes taxes & fees
Sep 27 - Sep 28
Chambery Inn
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

10. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (174 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is ￥29,575
￥34,296 total
includes taxes & fees
Sep 24 - Sep 25
Brook Farm Inn
A large, two-story house with a well-maintained lawn and a fence.

11. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is ￥69,059
￥77,138 total
includes taxes & fees
Sep 24 - Sep 25
Devonfield Inn B&B
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

12. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is ￥36,717
￥38,809 total
includes taxes & fees
Oct 1 - Oct 2
Harbour House Inn
A two-story building with a central entrance, a porch with railings, and a sign indicating 'The Berkshire Mountain Inn.'

13. The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.2 out of 10, Wonderful, (20 reviews)
"Friendly staff and attention to detail making our stay in a charming inn special"
United States
Kristen
The Berkshire Mountain Inn
A modern bathroom with a glass shower, white marble walls, and a large window.

14. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (76 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
United States
Tatyana
33 Main
A covered porch with wicker furniture, a table, and hanging plants.

15. Eastgate Inn B&B

Eastgate Inn B&B
2.5 star property
Lenox
9.2 out of 10, Wonderful, (72 reviews)
"Very welcoming host."
United States
William
Eastgate Inn B&B
A wooden deck with wicker furniture and a view of a lake.

16. Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Staff wonderful, homemade breakfasts, outstanding experience!"
United States
Kathleen
Lakehouse Inn
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

17. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is ￥41,435
￥54,202 total
includes taxes & fees
Sep 24 - Sep 25
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
A well-lit room with a staircase, a table with books, a lamp, and a bonsai tree.

18. Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (29 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
Inn at Kenmore Hall
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

19. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 10, Exceptional, (5 reviews)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveler
The Red Door B&B
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

20. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is ￥41,435
￥54,202 total
includes taxes & fees
Sep 24 - Sep 25
Experience Timeless Elegance in The Edith Wharton Room!
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 Berkshire County Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted less than an hour ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Berkshire County

Berkshire County B&B information

Number of reviews
2,063
Accommodation
34 B&B
Lowest Price
￥25,936
Highest Price
￥98,286

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