A mountainous landscape with a lake and dense forests.

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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 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for West Stockbridge bed & breakfast

Garden

1. 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 AED 803
AED 880 total
includes taxes & fees
10 Aug - 11 Aug
Shaker Mill Inn
Exterior

2. 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 AED 653
AED 752 total
includes taxes & fees
26 Aug - 27 Aug
The Cornell Inn, Lenox & The Berkshires
Suite, Private Bathroom (RedBird Suite) | View from room

3. 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 AED 1,213
AED 1,467 total
includes taxes & fees
24 Aug - 25 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Property grounds

4. 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 AED 618
AED 690 total
includes taxes & fees
17 Aug - 18 Aug
Whistler's Inn Bed & Breakfast
Front of property

5. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (101 reviews)
"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
The price is AED 1,494
AED 1,752 total
includes taxes & fees
12 Aug - 13 Aug
The Inn at Stockbridge
Aerial view

6. 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 AED 731
AED 819 total
includes taxes & fees
10 Aug - 11 Aug
Inn at Silver Maple Farm
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, (140 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is AED 1,429
AED 1,596 total
includes taxes & fees
3 Sep - 4 Sep
Devonfield Inn B&B
Front of property

8. 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 AED 992
AED 1,108 total
includes taxes & fees
10 Aug - 11 Aug
Chambery Inn
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

9. 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 AED 1,010
AED 1,128 total
includes taxes & fees
17 Aug - 18 Aug
Granville House
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, WiFi (free), individually decorated

10. 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 AED 2,623
AED 2,930 total
includes taxes & fees
31 Aug - 1 Sep
33 Main
Terrace/patio

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AED 1,320
AED 1,727 total
includes taxes & fees
20 Aug - 21 Aug
Historic Susan B. Anthony Room - Cozy & Charming Stay
Front of property

12. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (171 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is AED 976
AED 1,119 total
includes taxes & fees
16 Aug - 17 Aug
Brook Farm Inn
Interior detail

13. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (60 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AED 644
AED 720 total
includes taxes & fees
9 Aug - 10 Aug
Wilder House Berkshires
1 bedroom, bed sheets

14. 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 AED 1,585
AED 2,055 total
includes taxes & fees
31 Aug - 1 Sep
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
1 bedroom, WiFi, bed sheets

15. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AED 1,144
AED 1,497 total
includes taxes & fees
25 Aug - 26 Aug
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, bed sheets

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

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is AED 1,702
AED 2,172 total
includes taxes & fees
26 Aug - 27 Aug
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Interior

17. 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 AED 1,467
AED 1,917 total
includes taxes & fees
16 Aug - 17 Aug
Elegant Carriage House room with a queen bed and private patio.
3 bedrooms, bed sheets

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is AED 1,144
AED 1,497 total
includes taxes & fees
25 Aug - 26 Aug
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Living area

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

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is AED 1,878
AED 2,454 total
includes taxes & fees
25 Aug - 26 Aug
Elegant suite with a king bed, fireplace, and kitchenette.
Interior

20. 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 AED 1,261
AED 1,615 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Carriage House room with a double bed and private balcony
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 West Stockbridge Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"This was our fourth year in a row staying at the Inn. They have a new sitting area outside with a gas fire pit, very nice. The pool is always very well maintained. We like to stay in the older section room away from the main building, the beds are comfortable and the room is basic but clean and nice. The breakfast is as good as any other hotel brand that offers breakfast. The shopping center is right next door within walking distance, with a few places to eat. It’s a great location also to get to anywhere in the area."
Zachary 2-night trip
Posted less than an hour ago
The Yankee Inn

Frequently asked questions

Searching for B&Bs in West Stockbridge?
If you're looking for something a little more offbeat than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your vacation. When you want to explore some attractions in town, Stockbridge Bowl and Hotchkiss Mobile Studio are worth a stop.
How do you know if a B&B is the best choice for your stay?
B&Bs all have a unique charm. Whether it's a garden for guests to admire or a beautiful breakfast room, the little details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in West Stockbridge?
Here are some B&Bs in the surrounding area: Shaker Mill Inn: 9 rooms. 0.1 mi (0.2 km) from the heart of West Stockbridge.The Cornell Inn, Lenox & The Berkshires: 4.9 mi (7.9 km) from the downtown core. Enjoy the free full breakfast and unique décor. Chambery Inn: 9 rooms. Located 6.2 mi (9.9 km) from the core of West Stockbridge. Enjoy the private yard and deli.
When should I book my B&B in West Stockbridge?
When you're planning your getaway to West Stockbridge, be sure to take into account the year-round temperatures. 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 West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in West Stockbridge?
Travelers enjoy West Stockbridge for its gardens and restaurants. If you're looking to find something to do during your travels, you might consider checking out Hotchkiss Mobile Studio and Charles H. Baldwin & Sons. You might put Stockbridge Bowl and Ebenezer II Gifts and Antiques on your list if you want to see more of the area.
How can I get to and around West Stockbridge?
Mapping out your trip in and around West Stockbridge is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 7.4 mi (11.9 km) away from the heart of the city. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 17.8 mi (28.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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