Search Bed and Breakfast in The Berkshires

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov
In one month
28 Nov - 30 Nov
In two months
26 Dec - 28 Dec

Featured B&B in The Berkshires and around

Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (432)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
The price is €112
includes taxes & fees
6 Nov - 7 Nov
Shaker Mill Inn
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1002)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
The price is €159
includes taxes & fees
5 Nov - 6 Nov
The Cornell Inn, Lenox & The Berkshires
Front of property
Chambery Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (371)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
United States
Mary
Chambery Inn
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
10.0 out of 10, Exceptional, (86)
"Wonderful! Will stay again!"
Canada
Rebecca
The price is €218
includes taxes & fees
3 Nov - 4 Nov
Granville House
Business centre
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
9.2 out of 10, Wonderful, (109)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is €325
includes taxes & fees
3 Dec - 4 Dec
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Porch
Lakehouse Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (287)
"Great Views & Hospitality"
United States
Gerald
The price is €171
includes taxes & fees
7 Nov - 8 Nov
Lakehouse Inn
Luxury Room, 1 King Bed, Bathtub
33 Main
33 Main
4.0 star property
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
33 Main
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (140)
"It was clean and quiet good Breakfast "
United States
William
The price is €168
includes taxes & fees
3 Nov - 4 Nov
The Trail in Adams - Berkshires’ Art Hotel
Front of property – evening/night
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Wilder House Berkshires Room 3
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (37)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
United States
Marina
The price is €157
includes taxes & fees
3 Nov - 4 Nov
Wilder House Berkshires
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
The price is €271
includes taxes & fees
3 Nov - 4 Nov
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Loft, Private Bathroom (Skylight Loft)
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (162)
"This is our second stay at the Brook Farm Inn and we enjoyed it just as much as our first stay! Maureen and Joe are fantastic inn keepers. They are polite, full of knowledge and provide a wonderful experience. Our room was cozy and comfortable. The breakfast was delicious. We couldn’t ask for a better weekend away! "
United States
John
Brook Farm Inn
Property grounds
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (500)
"Cozy spot with very friendly propeietor"
United States
Kyle
The price is €220
includes taxes & fees
3 Nov - 4 Nov
Whistler's Inn Bed & Breakfast
Exterior
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
The price is €328
includes taxes & fees
3 Nov - 4 Nov
The Inn at Stockbridge
2 Bedrooms 1 Bath
Tanglewood Suites
Tanglewood Suites
2.5 star property
6.4 out of 10, (22)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
United States
Amanda
Tanglewood Suites
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!
Experience Timeless Elegance in The Edith Wharton Room!
The price is €271
includes taxes & fees
3 Nov - 4 Nov
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, WiFi, bed sheets
Elegant Carriage House room with a queen bed and private patio.
Elegant Carriage House room with a queen bed and private patio.
The price is €289
includes taxes & fees
4 Nov - 5 Nov
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets
Cozy Carriage House room with a double bed and private balcony
Cozy Carriage House room with a double bed and private balcony
The price is €308
includes taxes & fees
3 Nov - 4 Nov
Cozy Carriage House room with a double bed and private balcony
Terrace/patio
Historic Susan B. Anthony Room - Cozy & Charming Stay
Historic Susan B. Anthony Room - Cozy & Charming Stay
The price is €326
includes taxes & fees
3 Nov - 4 Nov
Historic Susan B. Anthony Room - Cozy & Charming Stay
Fireplace
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
The price is €407
includes taxes & fees
3 Nov - 4 Nov
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Great people very friendly "
George 2-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about The Berkshires

The Berkshires B&B information

Number of reviews
Accommodation
 B&B
Lowest Price
Highest Price

Explore a world of travel with Expedia