Find a Bed and Breakfast in Stockbridge from CA $165

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Our top choices for Stockbridge bed & breakfast

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, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is CA $424
CA $513 total
includes taxes & fees
May 12 - May 13
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is CA $144
CA $165 total
includes taxes & fees
Apr 20 - Apr 21
Locust Tree Bed and Breakfast LLC

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is CA $205
CA $229 total
includes taxes & fees
Apr 30 - May 1
Wilder House Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "
United States
diane
The price is CA $205
CA $236 total
includes taxes & fees
Apr 30 - May 1
Blackberry River Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is CA $320
CA $338 total
includes taxes & fees
Apr 20 - Apr 21
Harbour House Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is CA $234
CA $262 total
includes taxes & fees
Apr 19 - Apr 20
Chambery Inn

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is CA $410
CA $458 total
includes taxes & fees
Apr 22 - Apr 23
Devonfield Inn B&B

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is CA $311
CA $365 total
includes taxes & fees
Apr 18 - Apr 19
The Inn at Stockbridge

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
The price is CA $322
CA $359 total
includes taxes & fees
May 3 - May 4
Whistler's Inn Bed & Breakfast

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is CA $727
CA $812 total
includes taxes & fees
Apr 28 - Apr 29
33 Main

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is CA $295
CA $384 total
includes taxes & fees
May 6 - May 7
Experience Timeless Elegance in The Edith Wharton Room!

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is CA $158
CA $173 total
includes taxes & fees
Apr 23 - Apr 24
Shaker Mill Inn

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is CA $274
CA $306 total
includes taxes & fees
Apr 22 - Apr 23
The Berkshire Mountain Inn

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 $295
CA $383 total
includes taxes & fees
May 12 - May 13
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

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)
"Beautiful Inn, hosts are most welcome and the breakfast was perfect. Heading back for certain!"
United States
Karen
The price is CA $177
CA $204 total
includes taxes & fees
May 5 - May 6
The Cornell Inn, Lenox & The Berkshires

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 $361
CA $471 total
includes taxes & fees
May 11 - May 12
Elegant Carriage House room with a queen bed and private patio.

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 $383
CA $496 total
includes taxes & fees
May 12 - May 13
Cozy Carriage House room with a double bed and private balcony

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is CA $372
CA $485 total
includes taxes & fees
Apr 18 - Apr 19
Historic Susan B. Anthony Room - Cozy & Charming Stay

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 $503
CA $651 total
includes taxes & fees
May 3 - May 4
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is CA $547
CA $695 total
includes taxes & fees
May 6 - May 7
"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

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
2,071
Accommodation
38 B&B
Lowest Price
CA $165
Highest Price
CA $812

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 $165 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.

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