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Compare 22 B&B in East Canaan with updated reviews, rates, and availability.

Library
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 $182
$209 total
includes taxes & fees
May 30 - May 31
Blackberry River Inn
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (322)
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
The price is $105
$121 total
includes taxes & fees
May 23 - May 24
Locust Tree Bed and Breakfast LLC
Free daily continental breakfast
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (258)
"Lovely overnight stay. Room was beautiful and very comfortable. Breakfast consisted of a nice selection of homemade bread and muffins - and humus (so yummy). Staff is super friendly and made sure to engage with everyone. Would definitely stay here again. "
The price is $225
$252 total
includes taxes & fees
May 23 - May 24
Inn at Pine Plains
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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 - evening/night
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 $259
$289 total
includes taxes & fees
May 27 - May 28
Devonfield Inn B&B
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is $239
$267 total
includes taxes & fees
May 28 - May 29
Chambery Inn
Junior Suite | Premium bedding, individually decorated, desk, iron/ironing board
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (98)
"Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. "
The price is $325
$363 total
includes taxes & fees
May 26 - May 27
The Barrington
Interior detail
Granville House
4.0 star property
10.0 out of 10, Exceptional, (70)
"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 $200
$223 total
includes taxes & fees
May 23 - May 24
Granville House
Interior detail
Manor House Inn
3.0 star property
9.2 out of 10, Wonderful, (127)
"Exceptional in all ways. Gourmet breakfasts, beautiful house and grounds, elegant bedroom, wonderful staff. "
The price is $275
$305 total
includes taxes & fees
May 26 - May 27
Manor 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
Business center
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 $377
$456 total
includes taxes & fees
May 23 - May 24
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior
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 $299
$373 total
includes taxes & fees
May 23 - May 24
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Exterior
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 $299
$373 total
includes taxes & fees
May 23 - May 24
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
1 bedroom, desk, iron/ironing board, WiFi
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
10.0 out of 10, Exceptional, (4)
"The property was a converted parochial school The rooms were old class rooms. Very spacious and extremely comfortable. Lots to do in the area or like we did just relax . We would recommend the inn for a great summer getaway . Community theater is a big attraction although not open yet Enjoy"
The price is $399
$507 total
includes taxes & fees
May 23 - May 24
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
1 bedroom, desk, iron/ironing board, WiFi
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
10.0 out of 10, Exceptional, (6)
The price is $399
$507 total
includes taxes & fees
May 23 - May 24
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Exterior
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
8.4 out of 10, Very Good, (10)
"Room was not what i reserverd I left inn and need a refund Spent an hour on the phone with Travelocity Outside inn trying to resolve reservation With no resolve I left Inn "
The price is $349
$443 total
includes taxes & fees
May 23 - May 24
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
Interior
The Red Door B&B
3.0 star property
10.0 out of 10, Exceptional, (5)
"We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure. "
The Red Door B&B
Front of property - evening/night
Hilltop House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (82)
"The bed is so good. "
Hilltop House Bed & Breakfast
9 bedrooms, iron/ironing board, WiFi, bed sheets
Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
1 bedroom, desk, WiFi, bed sheets
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
9.6 out of 10, Exceptional, (8)
The price is $399
$507 total
includes taxes & fees
May 23 - May 24
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
Don't see what you're looking for?
See all available properties in East Canaan
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 East Canaan

Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (184)
"My husband and I had a very peaceful and relaxing long weekend at this lake house! It was very clean and has everything you need. We spent the majority of our time on the wonderful screened-in porch. The location was great and there was a little store/restaurant only a couple minutes walk up the street that was convenient and the food was really good! Overall, a great place to stay!"
Peace and quiet on the lake
7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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.

East Canaan B&B information

Number of reviews
1,731
Accommodation
22 B&B
Lowest Price
$105
Highest Price
$399

Frequently asked questions

Searching for B&Bs in East Canaan?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a B&B might be just the right fit for your vacation to East Canaan. When you want to explore some of the destination’s attractions, Land of Nod Vineyard and Winery is worth a visit.
Are you thinking about a B&B 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 a home away from home.
What are the top B&Bs in East Canaan?
Below are some B&Bs in the area: Locust Tree Bed and Breakfast LLC: 7 rooms. 1.3 mi (2.1 km) from the heart of East Canaan.Blackberry River Inn: 14 rooms. 2.2 mi (3.6 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool.
When should I stay at a B&B in East Canaan?
When you’re planning your stay in East Canaan, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in East Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in East Canaan?
If you want to check out some popular attractions in East Canaan, you might enjoy a visit to Land of Nod Vineyard and Winery. Infinity Music Hall and Bistro and Great Falls are also some sites to visit if you want to see more of the area.
How can I get to and around East Canaan?
Planning your excursions in and around East Canaan is easier with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 28.8 mi (46.3 km) from the city center. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 29.5 mi (47.6 km) away. If you’d like to explore around the area, you may want a rental car for your journey.

Recent reviews of East Canaan hotels
Expedia verified reviews

Quality Inn

Quality Inn

5/5 Excellent
"We needed an affordable place to stay near an attraction we were visiting. We found the Quality Inn of Lee to be the perfect spot for fair rates, cleanliness and convenience. If we travel that way again, I'd be sure to stay there again."
A verified traveler stayed at Quality Inn
Posted 1 day ago
Quality Inn