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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Stockbridge bed & breakfast

Front of property

1. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is 6.873.206 ₫
8.061.187 ₫ total
includes taxes & fees
8 Nov - 9 Nov
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

2. 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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is 9.824.982 ₫
11.885.426 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is 3.730.125 ₫
4.091.947 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Shaker Mill Inn
A two-story building with a sign reading "Chambéry Inn".

4. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 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 5.417.428 ₫
6.051.292 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Chambery Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

5. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,001 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is 4.373.662 ₫
5.016.591 ₫ total
includes taxes & fees
10 Nov - 11 Nov
The Cornell Inn, Lenox & The Berkshires
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

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 9.492.525 ₫
10.603.073 ₫ total
includes taxes & fees
13 Nov - 14 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, (110 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 6.559.875 ₫
7.327.509 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Granville House
A garden with a white gazebo, a brick pathway, and various plants and flowers.

8. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.2 out of 10, Very good, (522 reviews)
"Delightful experience in a gilded age setting."
United States
George
The price is 3.542.333 ₫
3.956.763 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Whistler's Inn Bed & Breakfast
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

9. 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 4.218.900 ₫
4.725.168 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Inn at Silver Maple Farm
Interior detail

10. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is 4.215.376 ₫
4.708.575 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Wilder House Berkshires
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

11. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (454 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is 2.701.125 ₫
3.106.294 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Locust Tree Bed and Breakfast LLC
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

12. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is 4.260.317 ₫
4.964.668 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Brook Farm 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.
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Learn more about Stockbridge

Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.

See all hotels in Stockbridge
A stone staircase leading up to a blue arched entrance, surrounded by lush greenery and birch trees.

Top reviews in Stockbridge

Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge

10/10 Excellent

Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area.
United Kingdom
Michele
Reviewed August 3, 2026
The Inn at Stockbridge

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.

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.