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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, (1,001 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is £141
includes taxes & fees
24 Sept - 25 Sept
The Cornell Inn, Lenox & The Berkshires

2. 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 £145
includes taxes & fees
23 Sept - 24 Sept
Shaker Mill Inn

3. 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 £156
includes taxes & fees
27 Sept - 28 Sept
Wilder House Berkshires

4. 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 £214
includes taxes & fees
30 Sept - 1 Oct
Chambery Inn

5. 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 £187
includes taxes & fees
27 Sept - 28 Sept
Granville House

6. 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 £123
includes taxes & fees
23 Sept - 24 Sept
Whistler's Inn Bed & Breakfast

7. 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 £151
includes taxes & fees
28 Sept - 29 Sept
The Trail in Adams - Berkshires’ Art Hotel

8. 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 £366
includes taxes & fees
23 Sept - 24 Sept
Devonfield Inn B&B

9. 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 £373
includes taxes & fees
23 Sept - 24 Sept
The Inn at Stockbridge

10. 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 £467
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

11. 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 £144
includes taxes & fees
23 Sept - 24 Sept
Brook Farm Inn

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 £186
includes taxes & fees
28 Sept - 29 Sept
Harbour House Inn

13. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (221 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is £129
includes taxes & fees
24 Sept - 25 Sept
Blackberry River Inn

14. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (448 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is £90
includes taxes & fees
27 Sept - 28 Sept
Locust Tree Bed and Breakfast LLC

15. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,003 reviews)
"Quaint Inn in a scienic location."
United States
Brian
The price is £171
includes taxes & fees
30 Sept - 1 Oct
Simsbury 1820 House

16. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (117 reviews)
"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."
United States
Jody
The price is £171
includes taxes & fees
23 Sept - 24 Sept
Inn at Silver Maple Farm

17. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (118 reviews)
"We had a very nice peaceful stay :)"
United States
Melanie
The price is £116
includes taxes & fees
28 Sept - 29 Sept
Truman Gillet House Bed & Breakfast

18. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is £127
includes taxes & fees
29 Sept - 30 Sept
Colonel Williams Inn

19. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is £228
includes taxes & fees
27 Sept - 28 Sept
Inn at Pine Plains

20. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
The price is £114
includes taxes & fees
19 Oct - 20 Oct
Doveberry Inn
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Top The Berkshires Hotel Reviews

Find out more about The Berkshires

The Berkshires B&B information

Number of reviews
4,192
Accommodation
34 B&B
Lowest Price
£90
Highest Price
£467

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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