A person snowboarding down a snowy slope.

Bed and Breakfast in The Berkshires

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for The Berkshires 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
9.4 out of 10, Exceptional, (1,003 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NZ$352
includes taxes & fees
10 Nov - 11 Nov
The Cornell Inn, Lenox & The Berkshires
A red building with a sign reading "Shaker Mill Inn."

2. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is NZ$287
includes taxes & fees
12 Nov - 13 Nov
Shaker Mill Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

3. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.2 out of 10, Very good, (522 reviews)
"Delightful experience in a gilded age setting."
United States
George
The price is NZ$379
includes taxes & fees
10 Nov - 11 Nov
Whistler's Inn Bed & Breakfast
Front of property

4. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is NZ$514
includes taxes & fees
15 Nov - 16 Nov
The Inn at Stockbridge
A crowded outdoor event with tents and people gathered in a grassy area.

5. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 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 NZ$395
includes taxes & fees
22 Nov - 23 Nov
Chambery Inn
A bedroom with a bed, a dresser, a mirror, and a window with curtains.

6. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is NZ$330
includes taxes & fees
22 Nov - 23 Nov
Wilder House Berkshires
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

7. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is NZ$512
includes taxes & fees
20 Nov - 21 Nov
Granville House
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

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 NZ$744
includes taxes & fees
13 Nov - 14 Nov
Devonfield Inn B&B
A two-story house with a brick entrance and a white facade.

9. 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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is NZ$833
includes taxes & fees
26 Nov - 27 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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.

10. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.2 out of 10, Wonderful, (159 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is NZ$343
includes taxes & fees
10 Dec - 11 Dec
The Trail in Adams - Berkshires’ Art Hotel
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

11. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is NZ$337
includes taxes & fees
11 Nov - 12 Nov
Brook Farm Inn
A room with a dark green sofa, a small table with a vase of flowers, a desk with a lamp, and a window with curtains.

12. 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 NZ$641
includes taxes & fees
15 Nov - 16 Nov
Elegant Carriage House room with a queen bed and private patio.
A porch with a white railing, a potted plant, and a view of a garden.

13. 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 NZ$668
includes taxes & fees
15 Nov - 16 Nov
Cozy Carriage House room with a double bed and private balcony
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

14. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is NZ$606
includes taxes & fees
10 Nov - 11 Nov
Experience Timeless Elegance in The Edith Wharton Room!
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is NZ$703
includes taxes & fees
10 Nov - 11 Nov
Historic Susan B. Anthony Room - Cozy & Charming Stay
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is NZ$606
includes taxes & fees
10 Nov - 11 Nov
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
A bedroom with a bed, a fireplace, a ceiling fan, and a door.

17. 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 NZ$860
includes taxes & fees
12 Nov - 13 Nov
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
A bedroom with a bed, a television, a fireplace, and a window.

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

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is NZ$922
includes taxes & fees
10 Nov - 11 Nov
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
A modern living room with a sloped ceiling, a sofa, a coffee table, and a unique chandelier.

19. Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Lenox
The price is NZ$1,052
includes taxes & fees
15 Nov - 16 Nov
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
A modern living room with a sofa, a coffee table, and a fireplace.

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

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is NZ$1,052
includes taxes & fees
10 Nov - 11 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top The Berkshires Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Stayed here on my trip to Thunder Mountain Bike Park. The service was very good. Great communication thru out the days up to my reservation. Got here check in was quick and easy. The room was exactly as it looked in the pictures. It was clean and well taken care of. Only thing that was a bummer was the pool and hot tub are being worked on so they weren't available but they did say you could use the amenities at another resort but it's about 25-30 mins away. That's why the service is four stars nothing against the how they stayed in communication with me. They did let me know ahead of time which was nice."
Anthony 3-night trip
Posted 2 hours ago
Berkshire Mountain Lodge

Find out more about The Berkshires

The Berkshires B&B information

Number of reviews
2,006
Accommodation
34 B&B
Lowest Price
NZ$287
Highest Price
NZ$1,052

Explore a world of travel with Expedia