A river surrounded by autumn-colored trees and a forested hill.

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Stockbridge bed & breakfast

A two-story house with a brick entrance and a white facade.

1. 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, (119 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is €412
includes taxes & fees
1 Nov - 2 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

2. 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 €382
includes taxes & fees
1 Nov - 2 Nov
The Inn at Stockbridge
A red building with a sign reading "Shaker Mill Inn."

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (477 reviews)
"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"
United States
Steven
The price is €129
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is €157
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

5. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 10, Exceptional, (5 reviews)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveller
The price is €250
includes taxes & fees
26 Oct - 27 Oct
The Red Door B&B
A large, two-story house with a well-maintained lawn and a fence.

6. 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 €368
includes taxes & fees
2 Nov - 3 Nov
Devonfield Inn B&B
A dining table with pastries, a coffee pot, and a vase of sunflowers.

7. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (108 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 €254
includes taxes & fees
18 Oct - 19 Oct
Granville House
A two-story building with a sign reading "Chambéry Inn".

8. 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 €269
includes taxes & fees
19 Oct - 20 Oct
Chambery Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

9. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (519 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is €237
includes taxes & fees
14 Oct - 15 Oct
Whistler's Inn Bed & Breakfast
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

10. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is €174
includes taxes & fees
8 Nov - 9 Nov
Inn at Silver Maple Farm
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

11. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is €294
includes taxes & fees
27 Oct - 28 Oct
Experience Timeless Elegance in The Edith Wharton Room!
Interior detail

12. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (70 reviews)
"Perfect little b&b."
United States
Mark
The price is €187
includes taxes & fees
26 Oct - 27 Oct
Wilder House Berkshires
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is €280
includes taxes & fees
27 Oct - 28 Oct
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

14. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (177 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is €201
includes taxes & fees
2 Nov - 3 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.

15. 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 €339
includes taxes & fees
4 Nov - 5 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.

16. 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 €346
includes taxes & fees
1 Nov - 2 Nov
Cozy Carriage House room with a double bed and private balcony
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is €364
includes taxes & fees
1 Nov - 2 Nov
Historic Susan B. Anthony Room - Cozy & Charming Stay
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

18. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (451 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is €108
includes taxes & fees
14 Oct - 15 Oct
Locust Tree Bed and Breakfast LLC
A bedroom with a bed, a fireplace, a ceiling fan, and a door.

19. 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 €460
includes taxes & fees
1 Nov - 2 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.

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

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is €478
includes taxes & fees
1 Nov - 2 Nov
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
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 Stockbridge Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Amazing pool and great full kitchens in rooms."
robin 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
2,682
Accommodation
38 B&B
Lowest Price
€108
Highest Price
€478

Frequently asked questions

Searching for B&Bs in Stockbridge?
If you want to find some accommodation with fewer rooms than the traditional hotel and a more personalised environment, a B&B might be just the right fit for your trip to Stockbridge. A trip to Stockbridge wouldn't be complete without a stop at Norman Rockwell Museum or Mission House if you're someone who could spend hours browsing exhibits.
Why should you consider a B&B versus a traditional hotel?
Every B&B has a unique charm — whether it's a cosy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the little details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Stockbridge?
Take a look at these B&Bs in Stockbridge: The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: 8 rooms. Enjoy the free full breakfast and outdoor pool. The Inn at Stockbridge: 14 rooms. Enjoy the free cooked breakfast and designer toiletries.
When should I book my B&B in Stockbridge?
When you're planning your escape to Stockbridge, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Stockbridge?
Travellers enjoy Stockbridge for its bars and historic landmarks. If cultural attractions are high on your list, Norman Rockwell Museum and Berkshire Theatre Festival are spots to visit. You should put Naumkeag Museum and National Shrine of the Divine Mercy on your list if you want to see more of the area.
How can I get to and around Stockbridge?
You can map out your trip in and around Stockbridge ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) away. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.