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

Bed and Breakfast in Stockbridge

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Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sept - 6 Sept
In two months
2 Oct - 4 Oct

Our top choices for Stockbridge bed & breakfast

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

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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is NZ$679
includes taxes & fees
16 Aug - 17 Aug
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
9.8 out of 10, Exceptional, (101 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 NZ$812
includes taxes & fees
23 Aug - 24 Aug
The Inn at Stockbridge
Garden

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is NZ$328
includes taxes & fees
5 Aug - 6 Aug
Shaker Mill Inn
Exterior

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is NZ$387
includes taxes & fees
25 Aug - 26 Aug
The Cornell Inn, Lenox & The Berkshires
Front of property

5. 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 NZ$513
includes taxes & fees
5 Aug - 6 Aug
Chambery Inn
Library

6. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (200 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is NZ$342
includes taxes & fees
16 Aug - 17 Aug
Blackberry River Inn
Front of property – evening/night

7. 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 NZ$739
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
Property grounds

8. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (509 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is NZ$316
includes taxes & fees
9 Aug - 10 Aug
Whistler's Inn Bed & Breakfast
Interior detail

9. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (59 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is NZ$337
includes taxes & fees
9 Aug - 10 Aug
Wilder House Berkshires
Desk, laptop workspace, iron/ironing board (on request), free WiFi

10. 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 NZ$522
includes taxes & fees
17 Aug - 18 Aug
Granville House
1 bedroom, WiFi, bed sheets

11. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is NZ$687
includes taxes & fees
25 Aug - 26 Aug
Experience Timeless Elegance in The Edith Wharton Room!
Luxury Room, 1 King Bed, Bathtub

12. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
United States
Tatyana
The price is NZ$1,301
includes taxes & fees
31 Aug - 1 Sept
33 Main
Exterior

13. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (437 reviews)
"This is a quiet location and easy to find. It has a working-farm vibe rather than a luxury-vacation vibe. French toast was delicious. Guest meals are prepared in a home kitchen without a dishwasher or secondary sink."
United States
Kay
The price is NZ$205
includes taxes & fees
5 Aug - 6 Aug
Locust Tree Bed and Breakfast LLC
Front of property

14. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (171 reviews)
"Lovely stay!"
United States
Jiacheng
The price is NZ$518
includes taxes & fees
16 Aug - 17 Aug
Brook Farm Inn
Aerial view

15. 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 NZ$360
includes taxes & fees
3 Sept - 4 Sept
Inn at Silver Maple Farm
3 bedrooms, bed sheets

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is NZ$687
includes taxes & fees
25 Aug - 26 Aug
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Interior

17. 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 NZ$757
includes taxes & fees
31 Aug - 1 Sept
Cozy Carriage House room with a double bed and private balcony
Terrace/patio

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is NZ$796
includes taxes & fees
20 Aug - 21 Aug
Historic Susan B. Anthony Room - Cozy & Charming Stay
Interior

19. 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 NZ$884
includes taxes & fees
16 Aug - 17 Aug
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets

20. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is NZ$972
includes taxes & fees
26 Aug - 27 Aug
"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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Clean and modern hotel close to the center part of Lenox."
Ivana 1-night trip
Posted 3 hours ago
Berkshires Untold

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
1,886
Accommodation
36 B&B
Lowest Price
NZ$205
Highest Price
NZ$1,301

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.
What are the top B&Bs in Stockbridge?
Take a look at 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.
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 Schantz Galleries 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.

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