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

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

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, (444 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is ￥16,129
￥18,548 total
includes taxes & fees
Sep 23 - Sep 24
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, (219 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is ￥22,581
￥25,968 total
includes taxes & fees
Sep 21 - Sep 22
Blackberry River Inn
Interior detail

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (65 reviews)
"Perfect little b&b."
United States
Mark
The price is ￥29,613
￥33,078 total
includes taxes & fees
Sep 27 - Sep 28
Wilder House Berkshires
Front of property

4. Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (141 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is ￥46,495
￥51,609 total
includes taxes & fees
Sep 23 - Sep 24
Manor House Inn
Room

5. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (106 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 ￥34,409
￥38,435 total
includes taxes & fees
Sep 27 - Sep 28
Granville House
Breakfast area

6. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is ￥42,243
￥47,788 total
includes taxes & fees
Sep 17 - Sep 18
Inn at Pine Plains
Front of property

7. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (388 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is ￥40,397
￥45,124 total
includes taxes & fees
Sep 16 - Sep 17
Chambery Inn
Front of property

8. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is ￥63,530
￥74,510 total
includes taxes & fees
Sep 16 - Sep 17
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room

9. 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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ￥50,717
￥61,353 total
includes taxes & fees
Sep 28 - Sep 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property - evening/night

10. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is ￥63,088
￥70,469 total
includes taxes & fees
Sep 16 - Sep 17
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

Little Cat Lodge

Little Cat Lodge

10/10 Excellent
"the cutest little lodge with the most helpful staff and delicious restaurant!"
Lindsey 1-night trip
Posted 5 hours ago
Little Cat Lodge

Find out more about Canaan

Canaan B&B information

Number of reviews
1,602
Accommodation
14 B&B
Lowest Price
￥18,548
Highest Price
￥74,510

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. Situated 6 mi (9.6 km) from the heart of Canaan. 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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