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

Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (32)
"Great and excellent. Breakfast is perfect. "
The price is SAR 681
SAR 765 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Blackberry River Inn
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (259)
"What a perfect little B and B! We stayed in the the Tamarack room, which was equipped with a separate living room and kitchen area. There were a few complimentary snacks and beverages along with a Keurig. Everything exceeded our expectations."
The price is SAR 956
SAR 1,073 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Inn at Pine Plains
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (325)
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
The price is SAR 394
SAR 453 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Locust Tree Bed and Breakfast LLC
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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
4 Jum. II - 5 Jum. II
Chambery Inn
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (99)
"As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!"
The price is SAR 1,219
SAR 1,362 total
includes taxes & fees
4 Jum. II - 5 Jum. II
The Barrington
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (94)
"Fantastic!"
The Inn at Stockbridge
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 SAR 1,031
SAR 1,124 total
includes taxes & fees
6 Jum. II - 7 Jum. II
Manor House Inn
Granville House
3.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
The price is SAR 1,031
SAR 1,152 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Granville House
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 1,384
SAR 1,546 total
includes taxes & fees
5 Jum. II - 6 Jum. II
Devonfield Inn B&B
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 1,721
SAR 2,082 total
includes taxes & fees
4 Jum. II - 5 Jum. II
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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
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 3,747
SAR 4,780 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
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 1,424 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
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 SAR 3,751
SAR 4,785 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
10.0 out of 10, Exceptional, (6)
The price is SAR 3,751
SAR 4,785 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
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 SAR 1,309
SAR 1,663 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
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
Hilltop House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (82)
"The bed is so good. "
Hilltop House Bed & Breakfast
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
9.6 out of 10, Exceptional, (8)
The price is SAR 3,751
SAR 4,785 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
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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

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
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
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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 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.
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
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