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Book The Berkshires Bed & Breakfast

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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, (1,007 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
$183 nightly
The price is $204
Sep 8 - Sep 9
Total with taxes and fees
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, (470 reviews)
"Wonderful place to stay!"
United States
Mervin
$176 nightly
The price is $193
Sep 10 - Sep 11
Total with taxes and fees
Shaker Mill Inn

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (62 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
$177 nightly
The price is $198
Sep 22 - Sep 23
Total with taxes and fees
Wilder House Berkshires

4. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (516 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
$159 nightly
The price is $178
Sep 13 - Sep 14
Total with taxes and fees
Whistler's Inn Bed & Breakfast

5. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (105 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
$275 nightly
The price is $307
Aug 26 - Aug 27
Total with taxes and fees
Granville House

6. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (386 reviews)
"The room was clean and very quiet. Breakfast was delivered to our room as requested."
United States
Richard
$300 nightly
The price is $335
Aug 25 - Aug 26
Total with taxes and fees
Chambery Inn

7. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"Excellent food and helpful staff"
United States
Richard
$389 nightly
The price is $435
Sep 3 - Sep 4
Total with taxes and fees
Devonfield Inn B&B

8. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (103 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
$396 nightly
The price is $442
Sep 13 - Sep 14
Total with taxes and fees
The Inn at Stockbridge

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, (154 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
$203 nightly
The price is $226
Sep 14 - Sep 15
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel

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, (116 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$358 nightly
The price is $399
Sep 7 - Sep 8
Total with taxes and fees
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, (172 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
$296 nightly
The price is $333
Aug 30 - Aug 31
Total with taxes and fees
Brook Farm Inn

12. 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
$700 nightly
The price is $781
Sep 8 - Sep 9
Total with taxes and fees
33 Main

13. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
$356 nightly
The price is $407
Aug 25 - Aug 26
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!

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

Elegant Carriage House room with a queen bed and private patio.
Lenox
$383 nightly
The price is $438
Sep 8 - Sep 9
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
$356 nightly
The price is $407
Aug 25 - Aug 26
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

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

Cozy Carriage House room with a double bed and private balcony
Lenox
$390 nightly
The price is $446
Aug 31 - Sep 1
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
$408 nightly
The price is $467
Aug 31 - Sep 1
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay

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
$490 nightly
The price is $561
Aug 31 - Sep 1
Total with taxes and fees
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
$529 nightly
The price is $591
Aug 26 - Aug 27
Total with taxes and fees
"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
$584 nightly
The price is $668
Aug 25 - Aug 26
Total with taxes and fees
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
4,161
Accommodation
34 B&B
Lowest Price
$121
Highest Price
$781

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in The Berkshires?
Prices for B&Bs in The Berkshires often vary, but you can find a great deal from $121 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 of June through August. This peak season attracts visitors who are eager to immerse themselves in the region's lush landscapes, artful towns, and numerous cultural festivals. With warm temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, it's an ideal period for outdoor activities such as hiking, biking, and exploring the many charming towns filled with galleries and local shops.

July stands out as the most popular month to visit, drawing crowds who flock to experience the famed Tanglewood Music Festival and other live performances that showcase the area's rich artistic heritage. The atmosphere is lively, making it a wonderful time for travelers seeking vibrant experiences and socializings.

For those who are budget-conscious, October presents an excellent opportunity to visit The Berkshires. During this time, the fall foliage transforms the landscape into a stunning tapestry of colors, offering picturesque views and scenic drives that are particularly appealing to nature lovers and photographers alike. The quieter ambiance of this shoulder season allows for a more relaxed exploration of the region's outdoor beauty and cultural offerings.
What is the difference between a The Berkshires Bed and 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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