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

Find a Bed and Breakfast in Stockbridge from CA $171

  • 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
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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 CA $511
CA $618 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $519
CA $609 total
includes taxes & fees
Nov 1 - Nov 2
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, (476 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $255
CA $280 total
includes taxes & fees
Oct 4 - Oct 5
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, (1,000 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is CA $218
CA $250 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $214
CA $358 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $540
CA $603 total
includes taxes & fees
Nov 1 - Nov 2
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, (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 CA $320
CA $358 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $357
CA $399 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $224
CA $250 total
includes taxes & fees
Oct 5 - Oct 6
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, (117 reviews)
"Very nice hotel."
United States
Erdem
The price is CA $333
CA $373 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $352
CA $456 total
includes taxes & fees
Oct 27 - Oct 28
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, (67 reviews)
"Perfect little b&b."
United States
Mark
The price is CA $293
CA $327 total
includes taxes & fees
Oct 25 - Oct 26
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 CA $352
CA $456 total
includes taxes & fees
Oct 27 - Oct 28
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, (174 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is CA $314
CA $362 total
includes taxes & fees
Oct 18 - Oct 19
Brook Farm Inn
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

15. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (222 reviews)
"Great breakfast"
United States
Brian
The price is CA $213
CA $245 total
includes taxes & fees
Oct 4 - Oct 5
Blackberry River Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

16. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (450 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is CA $149
CA $171 total
includes taxes & fees
Oct 5 - Oct 6
Locust Tree Bed and Breakfast LLC
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.

17. 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 CA $544
CA $711 total
includes taxes & fees
Oct 20 - Oct 21
Elegant Carriage House room with a queen bed and private patio.
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is CA $455
CA $590 total
includes taxes & fees
Nov 1 - Nov 2
Historic Susan B. Anthony Room - Cozy & Charming Stay
A porch with a white railing, a potted plant, and a view of a garden.

19. 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 CA $432
CA $561 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Carriage House room with a double bed and private balcony
A bedroom with a bed, a fireplace, a ceiling fan, and a door.

20. 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 CA $557
CA $722 total
includes taxes & fees
Nov 1 - Nov 2
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 Stockbridge Hotel Reviews

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Clean, big rooms!"
Mark 1-night trip
Posted 2 hours ago
Howard Johnson by Wyndham Lenox

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
3,147
Accommodation
38 B&B
Lowest Price
CA $171
Highest Price
CA $722

Frequently asked questions

What are the most popular Stockbridge Bed and Breakfasts?
The Stockbridge Country Inn is a lovely choice for travellers seeking a cozy and friendly space, boasting an excellent 9.2 rating. Nestled close to the scenic Norman Rockwell Museum and Chesterwood, this charming B&B offers a delightful breakfast that guests rave about. The owner's attentive service enhances the experience, and the beautifully decorated rooms provide a great retreat after a day of exploring. For those who appreciate outdoor adventures, the inn features onsite hiking and biking opportunities, complemented by breathtaking mountain views.

For those who enjoy a bit of luxury in their travels, Tanglewood Suites comes highly recommended with an 8.0 rating. Set against a stunning mountainous backdrop, this property is great for couples or solo travellers looking for a peaceful getaway. The spacious suites offer comfort and modern amenities, while the well-maintained grounds provide a serene environment to unwind. Guests frequently highlight the exceptional service, making it an excellent choice for anyone wanting a stress-free stay.
What is the nightly rate for a B&B in Stockbridge?
Prices for B&Bs in Stockbridge often vary, but you can find a great deal from CA $171 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Stockbridge 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 Stockbridge?
The most popular time to book a B&B in Stockbridge is during the summer months, particularly July. This vibrant period sees an influx of visitors eager to enjoy the enchanting Berkshires, where outdoor activities such as hiking, swimming, and exploring art galleries flourish. The warm weather, with average temperatures in the high teens to low twenties Celsius, creates a great backdrop for leisurely strolls through the charming town and its surrounding natural beauty.

From June to September, Stockbridge thrives as tourists flock to experience its cultural festivals and outdoor concerts. July, being the peak of this season, offers a lively atmosphere, with lots of fellow travellers sharing in the joys of summer activities and local events.

For those looking to save a bit while still enjoying the area's charm, consider visiting in January. This quieter month offers a unique opportunity to experience the tranquillity of Stockbridge, where you can enjoy winter sports and cosy indoor activities without the bustling crowds.
What is the difference between a Stockbridge Bed & Breakfast and a hotel?
Every Stockbridge 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 Stockbridge B&Bs.

Explore a world of travel with Expedia