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Compare 31 B&B in Stockbridge with updated reviews, rates, and availability.

Breakfast meal
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (26)
"Cozy, comfortable, feels like you are staying at someone’s home that you love, but, lol with privacy! Breakfast is fabulous and eggs are made to order!"
The price is SAR 681
SAR 764 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Blackberry River Inn
Exterior
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"It was a great place to stay for the night. "
The price is SAR 458
SAR 532 total
includes taxes & fees
21 Jum. I - 22 Jum. I
The Cornell Inn, Lenox
Lake
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (152)
"The Lakehouse Inn is really cute, right on a lake with wonderful waterfront spaces. The bathroom situation is more European--toilet and shower in the bathroom, sink outside. There was no tub, not a problem for me but good to be aware of. The morning breakfast was delicious! I was greeted with a white wine sangria. It's conveniently located for roaming around Stockbridge, Great Barrington, etc. Close to the Norman Rockwell museum, Hancock Shaker Village, Edith Wharton estate. Would absolutely...
The price is SAR 506
SAR 588 total
includes taxes & fees
23 Jum. I - 24 Jum. I
Lakehouse Inn
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Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (321)
"Great B&B … everything is easy, clean, friendly owners, great breakfast! "
The price is SAR 394
SAR 453 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Locust Tree Bed and Breakfast LLC
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (383)
"We felt like the place was all our own. From the en suite breakfast to our private deck, we felt right at home immediately and had a lovely weekend stay. The surrounding mountains and quaint New England mill town were off-the-charts charming. Our inn keepers were just a phone call away when we had a request. Everything was immaculately clean and extremely well maintained (I'm a handyman at heart). I can't wait for you to stay here- it's minutes away from Stockbridge, Lennox, Great...
The price is SAR 544
SAR 597 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Shaker Mill Inn
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (134)
"This is a charming and very pleasant place to stay."
The price is SAR 532
SAR 595 total
includes taxes & fees
23 Jum. I - 24 Jum. I
Brook Farm Inn
Interior
Whistler's Inn Bed & Breakfast
3.5 star property
7.6 out of 10, Good, (432)
"Terrific host. Very welcoming. "
The price is SAR 979
SAR 1,093 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Whistler's Inn Bed & Breakfast
Exterior
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (92)
"Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌 "
The Inn at Stockbridge
Front of property
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, (67)
"I had a wonderful stay here with my sister. I would definitely go back next time i am in the area"
The price is SAR 559
SAR 604 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Inn at Silver Maple Farm
Room
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (106)
"The classic character of the Inn is so beautiful and adds to the whole experience!"
The price is SAR 971
SAR 1,085 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Devonfield Inn B&B
Room
33 Main
4.0 star property
10.0 out of 10, Exceptional, (62)
"I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!"
The price is SAR 1,451
SAR 1,621 total
includes taxes & fees
28 Jum. I - 29 Jum. I
33 Main
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is SAR 934
SAR 1,043 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Chambery Inn
View from room
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (96)
"Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. "
The price is SAR 1,219
SAR 1,362 total
includes taxes & fees
21 Jum. I - 22 Jum. I
The Barrington
Room
Granville House
4.0 star property
10.0 out of 10, Exceptional, (69)
"It is a very nice location and we felt very comfortable during our stay . The included breakfast was delicious and we felt like royalty during our stay. "
The price is SAR 844
SAR 943 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Granville House
Exterior
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (48)
"Decorations were beautiful, room and bed were so comfortable, hostess and food were wonderful. Brandi was thoughtful in every way possible. Can't go wrong choosing this place over a chain. Love it!"
The price is SAR 927
SAR 980 total
includes taxes & fees
23 Jum. I - 24 Jum. I
Harbour House Inn
Property grounds
Tanglewood Suites
2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
Tanglewood Suites
View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (101)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The price is SAR 1,414
SAR 1,710 total
includes taxes & fees
21 Jum. I - 22 Jum. I
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Room
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
9.8 out of 10, Exceptional, (10)
"We would return to the inn again. Bob was wonderful and very, very accommodating:-)"
The price is SAR 1,121
SAR 1,420 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Bathroom
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
2.0 out of 10, (1)
"Never even met the inn keepers...no one is in sight...WiFi wouldn’t work...a/c in room would not stay on.....1 item only for breakfast- delivered to room- that has no table or chair- stood in the bathroom to eat!!!! Very expensive for what u get "
The price is SAR 1,121
SAR 1,420 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Front of property
Inn at Kenmore Hall
3.0 star property
10.0 out of 10, Exceptional, (25)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
Inn at Kenmore Hall
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See all available properties in Stockbridge
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.

Other property types in Stockbridge

Welcome!
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (11)
"We have a lovely stay, house is super clean and has all you need to relax and enjoy the space. I loved the fact we could take our small dog with us to make it a lovely family’s vacation. The house is central to everything and all towns in the Berkshires which we appreciated so much. We will return and would recommend to other highly also."
Stockbridge Home, Come Experience The Berkshires!
Exterior
Find your Sanctuary at The Rectory at Stockbridge
10.0 out of 10, Exceptional, (2)
"I stayed here with seven girlfriends, all aged 25-30, for a weekend, and we found it incredibly homey and nice. As a Catholic, it was lovely staying at the rectory, visiting the beautiful altar in the backyard, and knowing that any proceeds from our stay were going to a good cause. All the rooms have saint names, and there is a lot of thoughtful charm throughout. Samantha was very helpful and great at communicating through the entire process. Highly recommend this stay in the heart of...
The price is SAR 2,213
SAR 3,733 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Find your Sanctuary at The Rectory at Stockbridge
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.

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.
How many Bed & Breakfasts can I expect to find in Stockbridge?
Expedia has 5 B&Bs for your time in Stockbridge.
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.

Recent reviews of Stockbridge hotels
Expedia verified reviews