Find a Bed and Breakfast in North Canaan from CA $150

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Check prices for these dates

Next weekend
Apr 11 - Apr 13
In two weeks
Apr 18 - Apr 20
In one month
May 2 - May 4
In two months
May 30 - Jun 1

Browse Select North Canaan B&B

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (100)
"So charming, friendly staff, perfectly comfortable. We had the best stay. "
The price is CA $235
CA $271 total
includes taxes & fees
Apr 3 - Apr 4
Blackberry River Inn
Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
10.0 out of 10, Exceptional, (17)
"I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating. "
The price is CA $219
CA $245 total
includes taxes & fees
Apr 7 - Apr 8
Wilder House Berkshires
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (375)
"The host Heidi was friendly and fun to talk with at breakfast (I was travelling alone). She knows a lot about the area and history which was nice to hear. The house was quiet and clean and I'd stay here again."
The price is CA $150
CA $173 total
includes taxes & fees
Apr 7 - Apr 8
Locust Tree Bed and Breakfast LLC
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is CA $311
CA $347 total
includes taxes & fees
Apr 18 - Apr 19
Chambery Inn
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (281)
"A charming inn with nice rooms upstairs and downstairs and a variety of cozy public rooms on the ground floor. Very nice, serve-yourself continental breakfast, although no hot food (at least not on our weekend). Well-located near the center of Pine Plains."
The price is CA $365
CA $413 total
includes taxes & fees
Apr 3 - Apr 4
Inn at Pine Plains
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is CA $358
CA $400 total
includes taxes & fees
Apr 2 - Apr 3
Devonfield Inn B&B
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 $607
CA $735 total
includes taxes & fees
Apr 7 - Apr 8
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"A charming old manor from the Gilded Age, thoughtfully updated and modernized without losing the soul of the original home. Incredibly comfortable rooms, inviting common spaces, excellent breakfast, beautiful grounds, and friendly staff. We especially enjoyed the fireplace in our room. Perfect for a romantic getaway, we look forward to visiting again in the future."
Manor House Inn
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"
The Inn at Stockbridge
Granville House
Interior detail

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!"
The price is CA $322
CA $360 total
includes taxes & fees
Apr 6 - Apr 7
Granville House
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 $313
CA $313 total
includes taxes & fees
Apr 17 - Apr 18
Tanglewood Suites
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
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
Rock Hall Luxe Lodging
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
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
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Lakeside Retreat Just You, The Lake & The View!
Exterior

Lakeside Retreat Just You, The Lake & The View!

9.8 out of 10, Exceptional, (69)
"We had a lovely stay. Views are amazing. Property owner was very responsive and helpful. Would love to go back in the fall."
Lakeside Retreat Just You, The Lake & The View!
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 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.