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Dec 5 - Dec 7
In two weeks
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In one month
Dec 26 - Dec 28
In two months
Jan 23 - Jan 25

B&B in East Canaan

Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (412)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Nov 26 - Nov 27
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (159)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Nov 26 - Nov 27
Total with taxes and fees
Blackberry River Inn
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated
Wilder House Berkshires

Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
$155 nightly
The price is $174
Dec 8 - Dec 9
Total with taxes and fees
Wilder House Berkshires
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$289 nightly
The price is $322
Dec 24 - Dec 25
Total with taxes and fees
The Inn at Stockbridge
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Nov 30 - Dec 1
Total with taxes and fees
Chambery Inn
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (87)
"Outstanding all around!"
United States
Jonathan
$199 nightly
The price is $222
Dec 4 - Dec 5
Total with taxes and fees
Granville House
Interior detail
Manor House Inn

Manor House Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
$316 nightly
The price is $351
Dec 7 - Dec 8
Total with taxes and fees
Manor House Inn
Free daily continental breakfast
Inn at Pine Plains

Inn at Pine Plains

3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (299)
"Great stay"
United Kingdom
Katherine
$275 nightly
The price is $311
Nov 30 - Dec 1
Total with taxes and fees
Inn at Pine Plains
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi
Tanglewood Suites

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
$219 nightly
The price is $219
Dec 1 - Dec 2
Total with taxes and fees
Tanglewood Suites
Business center
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$414 nightly
The price is $462
Dec 9 - Dec 10
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
$379 nightly
The price is $423
Nov 28 - Nov 29
Total with taxes and fees
Devonfield Inn B&B
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"We loved the room!! Very comfy bed !"
Cortney 1-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Find out more about East Canaan

East Canaan B&B information

Number of reviews
1,810
Accommodation
14 B&B
Lowest Price
$121
Highest Price
$462

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.

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