Stockbridge B&B: Find the Best Bed and Breakfast from CA $167

Vivid autumn foliage reflected in a calm lake surrounded by a dense forest under a clear blue sky in Stockbridge, Massachusetts

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

In two weeks

In one month

In two months

Our top choices for Stockbridge bed & breakfast

Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

Deborah

CA $551 total

includes taxes & fees

Jun 15 - Jun 16

Shaker Mill Inn

West Stockbridge

Mervin

CA $207 total

includes taxes & fees

Jun 2 - Jun 3

Wilder House Berkshires

Sheffield

Allison

CA $276 total

includes taxes & fees

Jun 4 - Jun 5

Blackberry River Inn

Norfolk

Maura

CA $245 total

includes taxes & fees

Jun 3 - Jun 4

Harbour House Inn

Cheshire

Gregory

CA $337 total

includes taxes & fees

Jun 23 - Jun 24

Chambery Inn

Lee

robert

CA $263 total

includes taxes & fees

Jun 2 - Jun 3

Devonfield Inn B&B

Lee

Francis

CA $507 total

includes taxes & fees

Jun 3 - Jun 4

Whistler's Inn Bed & Breakfast

Lenox

Stacey

CA $411 total

includes taxes & fees

Jun 2 - Jun 3

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Stockbridge Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"The staff at the front desk and the breakfast staff were very accommodating and cheerful."

Vacation Village in the Berkshires

10/10 Excellent

"While traveling in the area for summer we found Vacation Village. Great jump off point, great amenities, helpful staff, nice set up inside the condo, pots, pans, utensils, glassware, other cooking utensils in good shape. Private decks are a nice touch. Best bargain in the area by far!!! Will be back!"

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent

"I spilled an ENTIRE cup of cocoa I was making for my niece. The clerk on was a very kind, friendly young man named Paul. I have worked as a chef for 30 years, the cocoa went EVERYWHERE. He got a mop bucket , I started cleaning my mess up I just know what its like to walk into a mess!! Left by someone else. Paul said "you dont have to finish, ill do it no problem. He was a VERY kind young man. And he was helpful & he cleaned up the rest of the spill. I think your LUCKY to have such kind helpful employees. Just a side note. The hot tub was wayyy hotter then the thermometer( I think). It was unbearable to sit in it for more then a few minutes. And I LOVE being WARM, but everyone around( 3 others came in to use it but could not sit in it for more then a few seconds. Maybe lower it a bit now that winter is GONE!! Also housekeeping was knocking at our door before it was even 11 am!! Were literally just finishing packing up, and shes knocking. I travel extensively. I know check out is 11am. Unless your in vegas snd pay 30$ for a late check out. Beautiful , clean awesome staff(Paul). Clean!! Well be back!"

Berkshires Untold

4/10 Poor

"From the time we showed up and told that they had no reservation for us, when we paid in full for a king suite, until we left, this experience was frustrating and full of problems. All king suites were sold out, including the one we paid for! We were told we would receive a 50% credit back to our credit card and we have yet to see that. The coffee was either unavailable/self serve or pretty bad. We experienced all of these. The check in person was somewhat helpful but was limited as to what we/they could do to remedy the whole situation. Communications from the upper management have gone unanswered The room we were given instead was very small, no amenities as stated in our reservation, etc I could go on with the sub par remedies, lack of communication and any follow through. Ingress and egress from this hotel is extremely difficult and dangerous, coming from the main four lane highway with no lights. The whole experience was Not pleasant at all on a trip that was a milestone for us. We will not be returning"

Holiday Inn & Suites Pittsfield-Berkshires by IHG

6/10 Okay

"The staff were very polite and helpful. But the property was under construction, so you had to walk over a block to your car and park it or you can do a valet that was never present? From what I was told from other people that were staying there is that the place I’ve been under construction for a couple years now that was not advertise that was going on so it was kind of frustrating."

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews	2,753
Accommodation	38 B&B
Lowest Price	CA $167
Highest Price	CA $904

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 $167 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

Great Barrington Vacation Rentals

Book B&B in Stockbridge on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stockbridge bed & breakfast

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Shaker Mill Inn

Wilder House Berkshires

Blackberry River Inn

Harbour House Inn

Chambery Inn

Devonfield Inn B&B

Whistler's Inn Bed & Breakfast

Experience Timeless Elegance in The Edith Wharton Room!

33 Main

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

Locust Tree Bed and Breakfast LLC

Historic Susan B. Anthony Room - Cozy & Charming Stay

Cozy Carriage House room with a double bed and private balcony

The Cornell Inn, Lenox & The Berkshires

Elegant Carriage House room with a queen bed and private patio.

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

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

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

Top Stockbridge Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

Vacation Village in the Berkshires

Hampton Inn & Suites Berkshires-Lenox

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshires Untold

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Courtyard by Marriott Lenox Berkshires

Best Western Plus Berkshire Hills Inn & Suites

The Red Lion Inn

Find out more about Stockbridge

Stockbridge B&B information

Frequently asked questions

Explore a world of travel with Expedia

Find a Bed and Breakfast in Stockbridge from CA $167

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stockbridge bed & breakfast

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Shaker Mill Inn

Wilder House Berkshires

Blackberry River Inn

Harbour House Inn

Chambery Inn

Devonfield Inn B&B

Whistler's Inn Bed & Breakfast

Experience Timeless Elegance in The Edith Wharton Room!

33 Main

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

Locust Tree Bed and Breakfast LLC

Historic Susan B. Anthony Room - Cozy & Charming Stay

Cozy Carriage House room with a double bed and private balcony

The Cornell Inn, Lenox & The Berkshires

Elegant Carriage House room with a queen bed and private patio.

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

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

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

Top Stockbridge Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

Find out more about Stockbridge

Stockbridge B&B information

Frequently asked questions

Explore a world of travel with Expedia