A red bridge over a river with snow patches and dry grass.

Find a Bed and Breakfast in Canaan from CA $169

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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Canaan bed & breakfast

Exterior

1. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (436 reviews)
"This is a quiet location and easy to find. It has a working-farm vibe rather than a luxury-vacation vibe. French toast was delicious. Guest meals are prepared in a home kitchen without a dishwasher or secondary sink."
United States
Kay
The price is CA $147
CA $169 total
includes taxes & fees
Aug 16 - Aug 17
Locust Tree Bed and Breakfast LLC
Library

2. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (200 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is CA $266
CA $306 total
includes taxes & fees
Aug 4 - Aug 5
Blackberry River Inn
Interior detail

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (59 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is CA $246
CA $275 total
includes taxes & fees
Aug 9 - Aug 10
Wilder House Berkshires
Front of property

4. Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (139 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is CA $429
CA $476 total
includes taxes & fees
Aug 31 - Sep 1
Manor House Inn
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

5. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is CA $385
CA $430 total
includes taxes & fees
Aug 19 - Aug 20
Granville House
Exterior

6. The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.0 out of 10, Wonderful, (15 reviews)
"Friendly staff and attention to detail making our stay in a charming inn special"
United States
Kristen
The Berkshire Mountain Inn
Free daily continental breakfast

7. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (312 reviews)
"Great stay"
United Kingdom
Katherine
The price is CA $385
CA $436 total
includes taxes & fees
Aug 4 - Aug 5
Inn at Pine Plains
Front of property

8. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is CA $378
CA $422 total
includes taxes & fees
Aug 2 - Aug 3
Chambery Inn
Front of property

9. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."
United States
Barbara
The price is CA $570
CA $669 total
includes taxes & fees
Aug 13 - Aug 14
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room

10. 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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is CA $462
CA $559 total
includes taxes & fees
Aug 25 - Aug 26
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property - evening/night

11. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is CA $559
CA $625 total
includes taxes & fees
Sep 1 - Sep 2
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 Canaan Hotel Reviews

Prospect Berkshires

Prospect Berkshires

10/10 Excellent
"Once I got the cabin I expected it was an amazing stay. Right on the water as shown on the website. I look forward to my next stay."
Kellee 3-night trip
Posted 5 hours ago
Prospect Berkshires

Find out more about Canaan

Canaan B&B information

Number of reviews
1,142
Accommodation
14 B&B
Lowest Price
CA $169
Highest Price
CA $669

Frequently asked questions

Searching for B&Bs in Canaan?
If you want to find an accommodation with fewer rooms than a hotel and a more personalized environment, a bed and breakfast might be a great fit for your trip to Canaan. If your ideal vacation to Canaan includes spending lots of time outside, Edith Scoville Memorial Sanctuary and Lawrence Field are good spots to enjoy the scenery.
How do you know if a B&B is the right choice for you?
Every B&B has its own unique feel. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Canaan?
Here are some well-liked B&Bs in the area: Blackberry River Inn: 14 rooms. 3.8 mi (6 km) from the heart of Canaan. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms. 0.6 mi (0.9 km) from the downtown core. Wilder House Berkshires: 5 rooms. 6 mi (9.6 km) from the heart of downtown. Enjoy the free cooked breakfast and unique décor. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: 8 rooms. Located 17.8 mi (28.6 km) from the core of Canaan. Enjoy the free full breakfast and outdoor pool.
When should I book my B&B in Canaan?
When you're planning your stay in Canaan, year-round temperatures and rainfall may be important factors to consider. 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 Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Canaan?
When you want to spend some time in the great outdoors, Housatonic River and Edith Scoville Memorial Sanctuary are some notable spots. You might put Campbell Falls State Park and Lawrence Field on your list if you want to see more of the area.
How can I get to and around Canaan?
Mapping out your trip in and around Canaan is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 27.6 mi (44.4 km) away from the heart of the city. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 27.8 mi (44.7 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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