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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in East Canaan

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (123)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
$164 nightly
The price is $189
Sep 2 - Sep 3
Total includes taxes and fees
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (398)
"A positively delightful B&B in a beautiful town. "
$105 nightly
The price is $121
Aug 11 - Aug 12
Total includes taxes and fees
Locust Tree Bed and Breakfast LLC
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (288)
"Beautiful place. Accomadating staff. A lovely place to stay"
$255 nightly
The price is $288
Aug 11 - Aug 12
Total includes taxes and fees
Inn at Pine Plains
Tanglewood Suites
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
7.4 out of 10, Good, (17)
"Made a Friday night reservation for their 2BR suite in August. When we arrived at the location listed on Expedia, we found ourselves in a residential neighborhood with no "Tanglewood Suites" in sight. I had emailed in advance for clarification on the location but didn't get a reply. We called the place and the proprietor said there was no record of a reservation and that she never rents for one night only. We were left high and dry with no reasonably priced play to stay in the area. "
$269 nightly
The price is $269
Aug 11 - Aug 12
Total includes taxes and fees
Tanglewood Suites
Wilder House Berkshires
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (28)
"Always perfect! "
$173 nightly
The price is $193
Sep 9 - Sep 10
Total includes taxes and fees
Wilder House Berkshires
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
$296 nightly
The price is $329
Aug 13 - Aug 14
Total includes taxes and fees
Manor House Inn
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
$249 nightly
The price is $278
Aug 11 - Aug 12
Total includes taxes and fees
Granville House
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
$250 nightly
The price is $279
Aug 11 - Aug 12
Total includes taxes and fees
Chambery Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
$425 nightly
The price is $475
Aug 25 - Aug 26
Total includes taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
$309 nightly
The price is $345
Sep 2 - Sep 3
Total includes taxes and fees
Devonfield Inn B&B
The Red Door B&B
Interior

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
The Red Door B&B
Rock Hall Luxe Lodging
Outdoor pool

Rock Hall Luxe Lodging

4.5 star property
10.0 out of 10, Exceptional, (4)
Rock Hall Luxe Lodging
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 East Canaan Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"I like that it is clean, quiet and convenient. The staff is very nice and helpful."
Ellen 1-night trip
Posted 1 day ago
Quality Inn

Frequently asked questions

What are the most popular East Canaan Bed & Breakfasts?
Locust Tree Bed and Breakfast LLC stands out as a fantastic choice for travelers seeking a cozy retreat in East Canaan, boasting an impressive 9.0 rating. Guests rave about the warm and attentive service, making it feel like a home away from home. Enjoy the stunning mountain views from the balcony, where you can sip your morning coffee while soaking in the natural beauty that surrounds you. The delicious breakfast offerings are a highlight, ensuring that you start your day off right with hearty, homemade dishes that cater to all tastes.
What is the nightly rate for a Bed & Breakfast in East Canaan?
Prices for B&Bs in East Canaan often vary, but you can find a great deal from $121 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at East Canaan B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in East Canaan?
The best time to book a B&B in East Canaan is during the peak season from January to March, when the area attracts visitors eager to enjoy winter activities amidst its picturesque landscapes. This period is particularly popular for those who appreciate skiing and snowboarding, as the nearby mountains offer excellent slopes for all skill levels.

During these winter months, the climate tends to be quite chilly, with temperatures ranging from the low 20s to the mid-30s Fahrenheit. However, the crisp air and scenic snowy vistas create a truly magical atmosphere, great for cozying up by a fireplace after a day of outdoor adventures. East Canaan's quaint charm and proximity to various winter sports ensure that visitors can find plenty to do, from exploring local trails to enjoying warm meals at nearby eateries.

For travelers looking for a more budget-friendly experience, consider visiting in February. This month often sees fewer crowds, allowing for a more peaceful experience while still enjoying the beauty of winter. You'll have the chance to take in the stunning landscapes without the hustle and bustle of high tourist traffic.
What is the difference between a East Canaan Bed and Breakfast and a hotel?
Every East Canaan B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at East Canaan B&Bs.