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Our top choices for The Berkshires bed & breakfast

1. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is £148
includes taxes & fees
25 Aug - 26 Aug
The Cornell Inn, Lenox & The Berkshires

2. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (60 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is £147
includes taxes & fees
9 Aug - 10 Aug
Wilder House Berkshires

3. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (509 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is £132
includes taxes & fees
19 Aug - 20 Aug
Whistler's Inn Bed & Breakfast

4. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is £168
includes taxes & fees
10 Aug - 11 Aug
Shaker Mill Inn

5. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is £224
includes taxes & fees
10 Aug - 11 Aug
Chambery Inn

6. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is £323
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B

7. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (104 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 £228
includes taxes & fees
17 Aug - 18 Aug
Granville House

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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is £297
includes taxes & fees
24 Aug - 25 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

9. 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, (152 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is £171
includes taxes & fees
10 Aug - 11 Aug
The Trail in Adams - Berkshires’ Art Hotel

10. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (101 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
United Kingdom
Michele
The price is £344
includes taxes & fees
7 Sept - 8 Sept
The Inn at Stockbridge

11. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (171 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is £227
includes taxes & fees
16 Aug - 17 Aug
Brook Farm Inn

12. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (75 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
The price is £593
includes taxes & fees
31 Aug - 1 Sept
33 Main

13. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is £301
includes taxes & fees
25 Aug - 26 Aug
Experience Timeless Elegance in The Edith Wharton Room!

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is £300
includes taxes & fees
25 Aug - 26 Aug
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

15. Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is £331
includes taxes & fees
31 Aug - 1 Sept
Cozy Carriage House room with a double bed and private balcony

16. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is £347
includes taxes & fees
20 Aug - 21 Aug
Historic Susan B. Anthony Room - Cozy & Charming Stay

17. Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is £385
includes taxes & fees
16 Aug - 17 Aug
Elegant Carriage House room with a queen bed and private patio.

18. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is £419
includes taxes & fees
31 Aug - 1 Sept
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

19. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is £440
includes taxes & fees
26 Aug - 27 Aug
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

20. Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is £496
includes taxes & fees
25 Aug - 26 Aug
Elegant suite with a king bed, fireplace, and kitchenette.
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

Find out more about The Berkshires

The Berkshires B&B information

Number of reviews
3,406
Accommodation
34 B&B
Lowest Price
£90
Highest Price
£593

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in The Berkshires?
Prices for B&Bs in The Berkshires often vary, but you can find a great deal from £90 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at The Berkshires B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in The Berkshires?
The best time to book a B&B in The Berkshires is during the vibrant summer months, particularly in July, when travellers flock to this picturesque region. This season showcases the stunning landscapes adorned with lush greenery and offers a number of outdoor activities, from hiking the scenic trails of Mount Greylock to exploring local art galleries and festivals that celebrate the area's rich cultural heritage.

As the summer heat settles in, temperatures can reach the high 20s Celsius, providing ideal conditions for al fresco dining and enjoying the beautiful parks. Visitors can also immerse themselves in live music events and various outdoor performances that are abundant during this time, making it a great choice for those seeking a lively atmosphere.

If you're looking for a more tranquil experience, consider visiting in November. This month, while quieter, allows you to enjoy the serene beauty of The Berkshires as the fall foliage begins to fade, offering a different kind of charm. The crisp air and fewer crowds create a peaceful environment for leisurely walks and visits to charming local shops.
What is the difference between a The Berkshires Bed & Breakfast and a hotel?
Every The Berkshires B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at The Berkshires B&Bs.

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