Find a Bed and Breakfast in East Canaan from CA $143

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Browse Select East Canaan B&B

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 CA $368
CA $411 total
includes taxes & fees
May 28 - May 29
Devonfield Inn B&B
Interior detail
Granville House
4.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
The price is CA $308
CA $344 total
includes taxes & fees
May 27 - May 28
Granville House
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 CA $544
CA $695 total
includes taxes & fees
May 26 - May 27
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
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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 CA $544
CA $695 total
includes taxes & fees
May 26 - May 27
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
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
Outdoor pool
Rock Hall Luxe Lodging
4.5 star property
10.0 out of 10, Exceptional, (4)
"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."
Rock Hall Luxe Lodging
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 CA $307
CA $344 total
includes taxes & fees
May 29 - May 30
Inn at Pine Plains
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 CA $408
CA $509 total
includes taxes & fees
May 27 - May 28
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
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
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is CA $294
CA $328 total
includes taxes & fees
May 28 - May 29
Chambery Inn
Junior Suite
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (98)
"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 CA $443
CA $495 total
includes taxes & fees
May 28 - May 29
The Barrington
1 bedroom, desk, WiFi, bed sheets
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
9.6 out of 10, Exceptional, (8)
The price is CA $544
CA $692 total
includes taxes & fees
May 27 - May 28
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
Library
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (27)
"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 CA $248
CA $286 total
includes taxes & fees
May 30 - May 31
Blackberry River Inn
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 CA $356
CA $396 total
includes taxes & fees
Jun 13 - Jun 14
Manor House Inn
Business centre
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 CA $516
CA $624 total
includes taxes & fees
May 24 - May 25
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (322)
"Great B&B … everything is easy, clean, friendly owners, great breakfast! "
The price is CA $143
CA $165 total
includes taxes & fees
May 28 - May 29
Locust Tree Bed and Breakfast LLC
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
Front of property
Federal House Inn
3.5 star property
9.0 out of 10, Wonderful, (406)
"Beautiful old house. Personable, helpful and accommodating staff. Wonderful homemade breakfast, wine hour and snacks. We had a great stay."
Federal House Inn
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 CA $476
CA $608 total
includes taxes & fees
May 26 - May 27
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
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
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

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
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
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
1,556
Accommodation
22 B&B
Lowest Price
CA $143
Highest Price
CA $544

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 in East Canaan
Expedia verified reviews