Book North Canaan Bed & Breakfast

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Our top choices for North Canaan bed & breakfast

Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Dec 17 - Dec 18
Total with taxes and fees
Blackberry River Inn
Wilder House Berkshires Room 3 | Premium bedding, individually decorated, individually furnished
Wilder House Berkshires

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
$151 nightly
The price is $169
Dec 17 - Dec 18
Total with taxes and fees
Wilder House Berkshires
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
$200 nightly
The price is $223
Jan 1 - Jan 2, 2026
Total with taxes and fees
Granville House
Exterior
The Inn at Stockbridge

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
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Stockbridge
Front of property
Chambery Inn

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
Dec 15 - Dec 16
Total with taxes and fees
Chambery Inn
Free daily continental breakfast
Inn at Pine Plains

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (302)
"Great stay"
United Kingdom
Katherine
$248 nightly
The price is $280
Dec 16 - Dec 17
Total with taxes and fees
Inn at Pine Plains
2 Bedrooms 1 Bath | Premium bedding, iron/ironing board, free WiFi, bed sheets
Tanglewood Suites

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 14 - Dec 15
Total with taxes and fees
Tanglewood Suites
Interior detail
Manor House Inn

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
$309 nightly
The price is $344
Dec 14 - Dec 15
Total with taxes and fees
Manor House Inn
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

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
Jan 5 - Jan 6, 2026
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

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 14 - Dec 15
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 North Canaan Hotel Reviews

The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
Shyna 1-night trip
Posted 3 days ago
The Litchfield Inn

Find out more about North Canaan

North Canaan B&B information

Number of reviews
1,822
Accommodation
14 B&B
Lowest Price
$121
Highest Price
$462

Frequently asked questions

Searching for B&Bs in North Canaan?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to make some connections, a B&B can be a good choice for many different types of travelers. While you're here, you can get to know North Canaan by exploring its natural beauty. Consider a stop by Lawrence Field and Edith Scoville Memorial Sanctuary.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the best bed and breakfasts in North Canaan?
Check out these B&Bs in North Canaan: Blackberry River Inn: 14 rooms. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms.
What's the best time of year to stay at a B&B in North Canaan?
When you're dreaming of a getaway to North Canaan, be sure to take into account the year-round temperatures. 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 North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in North Canaan?
When you want to spend some time in the great outdoors, Housatonic River and Lawrence Field are some notable spots. You might put Land of Nod Vineyard and Winery and Campbell Falls State Park on your list if you want to see more of the area.
How can I get to and around North Canaan?
You can plan your excursions in and around North Canaan ahead of time with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 27.3 mi (43.9 km) away from the heart of the city. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 27.8 mi (44.7 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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