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

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Stockbridge bed & breakfast

A two-story house with a brick entrance and a white facade.

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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is NT$11,512
NT$13,927 total
includes taxes & fees
Oct 1 - Oct 2
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

2. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is NT$12,367
NT$14,504 total
includes taxes & fees
Sep 17 - Sep 18
The Inn at Stockbridge
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, (472 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is NT$5,195
NT$5,699 total
includes taxes & fees
Sep 21 - Sep 22
Shaker Mill Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is NT$6,455
NT$7,404 total
includes taxes & fees
Sep 17 - Sep 18
The Cornell Inn, Lenox & The Berkshires
A dining table with pastries, a coffee pot, and a vase of sunflowers.

5. 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 NT$7,118
NT$7,951 total
includes taxes & fees
Sep 28 - Sep 29
Granville House
A two-story building with a sign reading "Chambéry Inn".

6. 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 NT$8,605
NT$9,612 total
includes taxes & fees
Sep 17 - Sep 18
Chambery Inn
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

7. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (219 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is NT$4,781
NT$5,498 total
includes taxes & fees
Sep 17 - Sep 18
Blackberry River Inn
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 NT$13,035
NT$14,560 total
includes taxes & fees
Sep 17 - Sep 18
Devonfield Inn B&B
A garden with a white gazebo, a brick pathway, and various plants and flowers.

9. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (518 reviews)
"My sister-in-law and I were fortunate to reserve the last available room at Whistler's Inn Bed & Breakfast as we were first timers headed to a concert at Tanglewood. How lucky were we that we came across this beautiful place! From the minute we walked up to the front entrance, we felt like we had stepped onto a property straight out of a fairy tale in the English countryside! From the warmth of the mother/daughter inn keepers, the charming decor, the gardens still in bloom & our AMAZING...
United States
Dana
The price is NT$4,360
NT$4,870 total
includes taxes & fees
Sep 17 - Sep 18
Whistler's Inn Bed & Breakfast

10. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is NT$6,126
NT$6,843 total
includes taxes & fees
Sep 27 - Sep 28
Wilder House Berkshires
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

11. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (117 reviews)
"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."
United States
Jody
The price is NT$5,705
NT$6,390 total
includes taxes & fees
Sep 17 - Sep 18
Inn at Silver Maple Farm
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

12. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (444 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is NT$3,336
NT$3,837 total
includes taxes & fees
Sep 20 - Sep 21
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.

13. 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 NT$8,043
NT$9,239 total
includes taxes & fees
Sep 17 - Sep 18
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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Top Stockbridge Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Beautiful view. Clean and comfortable. Great breakfast choices"
toan 3-night trip
Posted 6 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
1,954
Accommodation
27 B&B
Lowest Price
NT$3,837
Highest Price
NT$14,560

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 Berkshire Theatre Festival 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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