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Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
United States
Amanda
The price is HK$1,703
HK$1,703 total
includes taxes & fees
1 Dec - 2 Dec
Tanglewood Suites

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is HK$2,970
HK$3,593 total
includes taxes & fees
27 Nov - 28 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (434)
"Nice place, easy check in"
United States
Robert
The price is HK$771
HK$846 total
includes taxes & fees
12 Nov - 13 Nov
Shaker Mill Inn

Inn at Silver Maple Farm

3.0 star property
East Chatham
9.8 out of 10, Exceptional, (97)
"This was the perfect spot for a Tanglewood night..beautiful, charming, great staff and delicious breakfast..."
United States
Jane
The price is HK$1,003
HK$1,124 total
includes taxes & fees
23 Nov - 24 Nov
Inn at Silver Maple Farm

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (156)
"The highlight of our 10 day trip through the northeast"
United States
bruce
The price is HK$1,227
HK$1,412 total
includes taxes & fees
13 Nov - 14 Nov
Blackberry River Inn

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
The price is HK$1,959
HK$2,070 total
includes taxes & fees
25 Nov - 26 Nov
Harbour House Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
Chambery Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (287)
"Great Views & Hospitality"
United States
Gerald
The price is HK$1,338
HK$1,570 total
includes taxes & fees
13 Nov - 14 Nov
Lakehouse Inn

Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
United States
Marina
The price is HK$1,134
HK$1,267 total
includes taxes & fees
11 Nov - 12 Nov
Wilder House Berkshires

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
The price is HK$2,137
HK$2,507 total
includes taxes & fees
11 Nov - 12 Nov
The Inn at Stockbridge

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (87)
"I’m a former travel writer and hotel reviewer at the NY Times Sunday Travel and I’ve been coming to the Berkshires the past decade. This is the hands down the best B&B in the area. The decor, the ambiance, the artistic details, the warm customer service, the made-to-order gourmet breakfast next to a wood-burning fireplace - all make this place so cozy and truly unique. Listen to the jukebox or play billiards in the inn’s great room. Or lounge beneath the heat lamps on its wraparound porch. You...
United States
Lionel
The price is HK$1,742
HK$1,946 total
includes taxes & fees
21 Nov - 22 Nov
Granville House

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (410)
"Peaceful area and great staff; Thank you for the service and experience "
United States
Andre
The price is HK$817
HK$939 total
includes taxes & fees
11 Nov - 12 Nov
Locust Tree Bed and Breakfast LLC

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

Lenox
The price is HK$1,625
HK$2,380 total
includes taxes & fees
12 Nov - 13 Nov
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is HK$3,278
HK$3,662 total
includes taxes & fees
23 Nov - 24 Nov
33 Main

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"Very friendly staff. "
United States
Pamela
The price is HK$1,002
HK$1,423 total
includes taxes & fees
12 Nov - 13 Nov
The Cornell Inn, Lenox & The Berkshires

Whistler's Inn Bed & Breakfast

3.5 star property
Lenox
7.8 out of 10, Good, (500)
"We had a wonderful stay. We are so glad we chose this inn. The location is superb…a five-minute walk to the center of Lenox! It is a beautiful inn with a lot of charm, and the staff is warm and friendly. We loved our large room too! Definitely plan on staying here again when we come back to the area! "
United States
Itzhak
The price is HK$1,191
HK$1,330 total
includes taxes & fees
11 Nov - 12 Nov
Whistler's Inn Bed & Breakfast

Experience Timeless Elegance in The Edith Wharton Room!

Lenox
The price is HK$1,625
HK$2,380 total
includes taxes & fees
13 Nov - 14 Nov
Experience Timeless Elegance in The Edith Wharton Room!

Elegant Carriage House room with a queen bed and private patio.

Lenox
The price is HK$1,750
HK$2,537 total
includes taxes & fees
11 Nov - 12 Nov
Elegant Carriage House room with a queen bed and private patio.

Cozy Carriage House room with a double bed and private balcony

Lenox
The price is HK$1,874
HK$2,702 total
includes taxes & fees
11 Nov - 12 Nov
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 Stockbridge Hotel Reviews

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
3,223
Accommodation
38 B&B
Lowest Price
HK$846
Highest Price
HK$3,662

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. Tanglewood Suites: 2 rooms.
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 Frelinghuysen Morris House and Studio 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.