A mountainous landscape with a lake and dense forests.

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for West Stockbridge bed & breakfast

A red building with a sign reading "Shaker Mill Inn."

1. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (476 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ₩179,474
₩196,883 total
includes taxes & fees
Nov 1 - Nov 2
Shaker Mill Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

2. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is ₩208,646
₩239,316 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A garden with a white gazebo, a brick pathway, and various plants and flowers.

3. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (519 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is ₩200,385
₩223,825 total
includes taxes & fees
Oct 5 - Oct 6
Whistler's Inn Bed & Breakfast
A two-story house with a brick entrance and a white facade.

4. 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, (119 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ₩518,461
₩627,190 total
includes taxes & fees
Nov 1 - Nov 2
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

5. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 10, Exceptional, (5 reviews)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveler
The price is ₩238,619
₩380,443 total
includes taxes & fees
Oct 26 - Oct 27
The Red Door B&B
A dining table with pastries, a coffee pot, and a vase of sunflowers.

6. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (106 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 ₩304,080
₩339,660 total
includes taxes & fees
Oct 14 - Oct 15
Granville House
Front of property

7. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is ₩495,189
₩580,779 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Stockbridge
A large, two-story house with a well-maintained lawn and a fence.

8. 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 ₩501,711
₩560,407 total
includes taxes & fees
Nov 2 - Nov 3
Devonfield Inn B&B
A two-story building with a sign reading "Chambéry Inn".

9. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (388 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 ₩367,092
₩410,043 total
includes taxes & fees
Nov 1 - Nov 2
Chambery Inn
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

10. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (117 reviews)
"Very nice hotel."
United States
Erdem
The price is ₩318,158
₩356,337 total
includes taxes & fees
Nov 1 - Nov 2
Inn at Silver Maple Farm
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

11. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (174 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is ₩264,466
₩306,289 total
includes taxes & fees
Nov 2 - Nov 3
Brook Farm Inn
Interior detail

12. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (68 reviews)
"Perfect little b&b."
United States
Mark
The price is ₩280,618
₩313,440 total
includes taxes & fees
Oct 25 - Oct 26
Wilder House Berkshires
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Lots of space. Very comfy beds. Toilet was really short though! Didn't use kitchen at all but looked great."
Susan 5-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Find out more about West Stockbridge

West Stockbridge B&B information

Number of reviews
2,476
Accommodation
27 B&B
Lowest Price
₩196,883
Highest Price
₩627,190

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 Charles H. Baldwin & Sons 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. Inn at Silver Maple Farm: 11 rooms. Located 7.6 mi (12.3 km) from the core of West Stockbridge. Enjoy the free buffet breakfast and designer toiletries.
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 Charles H. Baldwin & Sons and Ebenezer II Gifts and Antiques. You might put Stockbridge Bowl and Hoffman's Pottery 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.