Search B&B in East Canaan

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

Blackberry River Inn
Breakfast meal
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (32)
"Great and excellent. Breakfast is perfect. "
The price is AED 667
AED 749 total
includes taxes & fees
16 Jun - 17 Jun
Blackberry River Inn
Inn at Pine Plains
Breakfast area
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 AED 937
AED 1,051 total
includes taxes & fees
4 Jun - 5 Jun
Inn at Pine Plains
Locust Tree Bed and Breakfast LLC
Miscellaneous
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 AED 386
AED 444 total
includes taxes & fees
4 Jun - 5 Jun
Locust Tree Bed and Breakfast LLC
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Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is AED 915
AED 1,022 total
includes taxes & fees
4 Jun - 5 Jun
Chambery Inn
The Barrington
View from room
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 AED 1,194
AED 1,333 total
includes taxes & fees
4 Jun - 5 Jun
The Barrington
The Inn at Stockbridge
Exterior
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (94)
"Fantastic!"
The Inn at Stockbridge
Manor House Inn
Restaurant
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 AED 1,010
AED 1,101 total
includes taxes & fees
6 Jun - 7 Jun
Manor House Inn
Granville House
Room
Granville House
3.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
The price is AED 1,010
AED 1,128 total
includes taxes & fees
4 Jun - 5 Jun
Granville House
Devonfield Inn B&B
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 AED 1,355
AED 1,514 total
includes taxes & fees
5 Jun - 6 Jun
Devonfield Inn B&B
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 AED 1,685
AED 2,039 total
includes taxes & fees
4 Jun - 5 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Tanglewood Suites
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
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
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 AED 3,669
AED 4,681 total
includes taxes & fees
4 Jun - 5 Jun
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
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 AED 1,098
AED 1,395 total
includes taxes & fees
16 Jun - 17 Jun
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
Room
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 AED 3,673
AED 4,685 total
includes taxes & fees
4 Jun - 5 Jun
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Interior
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
10.0 out of 10, Exceptional, (6)
The price is AED 3,673
AED 4,685 total
includes taxes & fees
4 Jun - 5 Jun
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
Room
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 AED 1,282
AED 1,629 total
includes taxes & fees
16 Jun - 17 Jun
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
The Red Door B&B
Exterior
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
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
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
Room
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
9.6 out of 10, Exceptional, (8)
The price is AED 3,673
AED 4,685 total
includes taxes & fees
4 Jun - 5 Jun
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

Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required
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
Welcome to The Freeman Berkshires
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
The Lake-we provide kayaks and a canoe!
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
Expedia verified reviews

Quality Inn

Quality Inn

5/5 Excellent
Birthday Trip
"Our stay was excellent. I greatly appreciated the refrigerator and microwave in the room. The proximity to everything in Lee was marvelous."
A verified traveler stayed at Quality Inn
Posted 17 hours ago
Quality Inn