A nighttime view of a residential area with houses adorned with holiday lights.

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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ￥54,092
￥65,435 total
includes taxes & fees
Aug 9 - Aug 10
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."
United States
Barbara
The price is ￥60,748
￥71,250 total
includes taxes & fees
Jul 28 - Jul 29
The Inn at Stockbridge
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ￥37,177
￥40,783 total
includes taxes & fees
Aug 3 - Aug 4
Shaker Mill Inn
Exterior

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)
"The cornel Inn is terrific! Great location near tanglewood, shops snd restaurants. Great breakfast"
United States
Judith
The price is ￥35,992
￥41,410 total
includes taxes & fees
Aug 24 - Aug 25
The Cornell Inn, Lenox & The Berkshires
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (102 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 ￥36,862
￥41,176 total
includes taxes & fees
Jul 29 - Jul 30
Granville House
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is ￥67,006
￥74,845 total
includes taxes & fees
Aug 27 - Aug 28
Devonfield Inn B&B
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is ￥44,232
￥49,407 total
includes taxes & fees
Aug 2 - Aug 3
Chambery Inn
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (507 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is ￥32,586
￥36,398 total
includes taxes & fees
Aug 9 - Aug 10
Whistler's Inn Bed & Breakfast
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (58 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ￥28,740
￥32,102 total
includes taxes & fees
Aug 10 - Aug 11
Wilder House Berkshires
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.0 out of 10, Wonderful, (15 reviews)
"Friendly staff and attention to detail making our stay in a charming inn special"
United States
Kristen
The price is ￥47,101
￥52,612 total
includes taxes & fees
Aug 5 - Aug 6
The Berkshire Mountain Inn
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (112 reviews)
"Very nice hotel."
United States
Erdem
The price is ￥37,517
￥42,019 total
includes taxes & fees
Aug 24 - Aug 25
Inn at Silver Maple Farm
Interior

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 ￥58,881
￥77,051 total
includes taxes & fees
Jul 29 - Jul 30
Elegant Carriage House room with a queen bed and private patio.
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (435 reviews)
"Below average B&B"
United States
Larry
The price is ￥17,202
￥19,782 total
includes taxes & fees
Jul 28 - Jul 29
Locust Tree Bed and Breakfast LLC
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (169 reviews)
"Lovely stay!"
United States
Jiacheng
The price is ￥39,879
￥45,856 total
includes taxes & fees
Aug 3 - Aug 4
Brook Farm Inn
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, WiFi (free), individually decorated

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (75 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is ￥116,436
￥130,059 total
includes taxes & fees
Aug 23 - Aug 24
33 Main
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (198 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is ￥26,926
￥30,965 total
includes taxes & fees
Jul 28 - Jul 29
Blackberry River Inn
3 bedrooms, bed sheets

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is ￥43,153
￥56,449 total
includes taxes & fees
Jul 29 - Jul 30
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
1 bedroom, WiFi, bed sheets

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is ￥56,259
￥73,494 total
includes taxes & fees
Aug 3 - Aug 4
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, bed sheets

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is ￥81,161
￥103,650 total
includes taxes & fees
Jul 29 - Jul 30
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Terrace/patio

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is ￥70,676
￥92,044 total
includes taxes & fees
Aug 3 - Aug 4
Historic Susan B. Anthony Room - Cozy & Charming Stay
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

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Beautiful resort with great amenities, and friendly staff! My partner and I keep finding ourselves back here for a quick getaway! A great escape."
Ziah 2-night trip
Posted 3 hours ago
Jiminy Peak Mountain Resort

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
2,384
Accommodation
36 B&B
Lowest Price
￥19,782
Highest Price
￥130,059

Frequently asked questions

Searching for B&Bs in Stockbridge?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a B&B might be a great fit for your vacation to Stockbridge. A trip to Stockbridge wouldn't be complete without a stop by Norman Rockwell Museum or Mission House if you're someone who could spend hours browsing exhibits.
Why would you choose B&Bs instead of traditional hotels?
Every B&B has a unique charm. Whether it's a garden for guests to admire or a beautiful dining room, the little details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Stockbridge?
Check out 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.
What's the best time of year to book my B&B in Stockbridge?
When you're planning your stay in Stockbridge, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Stockbridge?
Travelers enjoy Stockbridge for its bars and historic landmarks. If cultural attractions are high on your list, Norman Rockwell Museum and Schantz Galleries are spots to check out. You might 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 from the heart of the city. 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.

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