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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Canaan bed & breakfast

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

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, (456 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is ￥16,770
￥19,285 total
includes taxes & fees
Nov 15 - Nov 16
Locust Tree Bed and Breakfast LLC
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

2. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (256 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is ￥29,131
￥33,500 total
includes taxes & fees
Dec 15 - Dec 16
Blackberry River Inn
Interior detail

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is ￥27,710
￥30,953 total
includes taxes & fees
Nov 15 - Nov 16
Wilder House Berkshires
A dining table with pastries, a coffee pot, and a vase of sunflowers.

4. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is ￥36,615
￥40,898 total
includes taxes & fees
Nov 20 - Nov 21
Granville House
Front of property

5. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is ￥34,877
￥40,906 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

6. 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
9.4 out of 10, Exceptional, (121 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ￥60,997
￥73,789 total
includes taxes & fees
Nov 28 - Nov 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A two-story building with a sign reading "Chambéry Inn".

7. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 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 ￥30,943
￥34,564 total
includes taxes & fees
Nov 22 - Nov 23
Chambery Inn
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

8. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (319 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is ￥43,920
￥49,685 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Pine Plains
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

9. 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 ￥58,933
￥65,828 total
includes taxes & fees
Nov 16 - Nov 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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Learn more about Canaan

Love the countryside and dining out? Get away to Canaan!

See all hotels in Canaan
A red bridge over a river with snow patches and dry grass.

Top reviews in Canaan

Interior detail
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
Sheffield

10/10 Excellent

Clean, cozy, and charming. The breakfast is delicious and all went smoothly.
United States
Liliana
Reviewed October 19, 2026
Wilder House Berkshires

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 Lawrence Field and Connecticut Railroad Historical Museum 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.