Find a Bed and Breakfast in North Canaan from CA $151

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Browse Select North Canaan B&B

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (95)
"Very clean. The host was friendly and attentive. Great complimentary breakfast. Clean,quiet and very comfortable. "
The price is CA $225
CA $259 total
includes taxes & fees
Jan 2 - Jan 3, 2025
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, (373)
"Very pretty setting and house. Comfortable bed. Nice view Would have liked bottled water available in the room. Breakfast was nice."
The price is CA $151
CA $173 total
includes taxes & fees
Dec 30 - Dec 31
Locust Tree Bed and Breakfast LLC
Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (10)
"Great place, very clean, hospitable and designed with impeccable taste. "
The price is CA $174
CA $194 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Wilder House Berkshires
Granville House
Interior detail

Granville House

3.0 star property
10.0 out of 10, Exceptional, (78)
"Wonderful stay. Charming inn with a virtual library of books for every interest. Terrific breakfast. Will definitely return."
The price is CA $323
CA $361 total
includes taxes & fees
Jan 26 - Jan 27, 2025
Granville House
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (278)
"Ideal version of a New England inn. "
The price is CA $366
CA $410 total
includes taxes & fees
Dec 29 - Dec 30
Inn at Pine Plains
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (361)
"Everything was amazing. It was truly an experience. "
The price is CA $273
CA $305 total
includes taxes & fees
Dec 29 - Dec 30
Chambery Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (119)
"Great location "
The price is CA $372
CA $415 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Devonfield Inn B&B
Tanglewood Suites
2 Bedrooms 1 Bath

Tanglewood Suites

2.5 star property
8.0 out of 10, Very good, (15)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
The price is CA $314
CA $314 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Tanglewood Suites
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"The woodwork and stained glass. "
Manor House Inn
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"Very enjoyable stat."
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is CA $609
CA $737 total
includes taxes & fees
Jan 1 - Jan 2, 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
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 $1,435
CA $1,823 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Exterior

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 CA $1,435
CA $1,831 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
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 $1,435
CA $1,831 total
includes taxes & fees
Jan 23 - Jan 24, 2025
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
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 $1,435
CA $1,831 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
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 $1,435
CA $1,831 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
The Red Door B&B
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
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
Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
9 bedrooms, iron/ironing board, WiFi, bed sheets

Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street

Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
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 $1,435
CA $1,831 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
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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Other property types in North Canaan

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
Fridge, microwave, oven, stovetop

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

9.8 out of 10, Exceptional, (9)
"We loved our stay! Andrea responded to questions very quickly. The house was very clean and had everything we needed. We appreciated the treat that was left on the island. We were there only 2 nights and wish we stayed longer. We would definitely stay again. "
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
Peace and quiet on the lake
Interior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (200)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
Antique Farmhouse Totally Restored
Exterior

Antique Farmhouse Totally Restored

10.0 out of 10, Exceptional, (83)
"I'd describe the house as elegantly eclectic. The owner is clearly a collector of interesting items which they arrange in a way that enhance (rather than potentially clutter) the interior. The kitchen and living spaces are open and easy to mingle around. The four bedrooms and three bathrooms easily and comfortably accommodated two couples and two singles. Our stay could not have been better! "
Antique Farmhouse Totally Restored
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 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 Beckley Furnace Industrial Park and Lawrence Field.
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 Beckley Furnace Industrial Park are some notable spots. You might put Land of Nod Vineyard and Winery and Lawrence Field 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.