A calm lake with autumn foliage reflecting on the water, surrounded by a forested hillside.

Search B&B in East Canaan

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for East 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, (450 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is Rp1.877.610
Rp2.159.252 total
includes taxes & fees
4 Oct - 5 Oct
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, (222 reviews)
"Great breakfast"
United States
Brian
The price is Rp2.682.300
Rp3.084.645 total
includes taxes & fees
4 Oct - 5 Oct
Blackberry River Inn
Interior detail

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (68 reviews)
"Perfect little b&b."
United States
Mark
The price is Rp3.690.666
Rp4.122.337 total
includes taxes & fees
29 Oct - 30 Oct
Wilder House Berkshires
A patio with a round metal table, a glass of white wine, and a red umbrella.

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 Rp6.240.818
Rp6.927.308 total
includes taxes & fees
5 Oct - 6 Oct
Manor House Inn
A dining table with pastries, a coffee pot, and a vase of sunflowers.

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 Rp4.005.568
Rp4.474.255 total
includes taxes & fees
12 Oct - 13 Oct
Granville House
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

6. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 10, Exceptional, (5 reviews)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveller
The price is Rp3.138.291
Rp5.003.536 total
includes taxes & fees
26 Oct - 27 Oct
The Red Door B&B
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

7. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is Rp4.917.550
Rp5.562.978 total
includes taxes & fees
5 Oct - 6 Oct
Inn at Pine Plains
A two-story building with a sign reading "Chambéry Inn".

8. 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 Rp4.827.961
Rp5.392.854 total
includes taxes & fees
2 Nov - 3 Nov
Chambery Inn
A large, two-story house with a well-maintained lawn and a fence.

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 Rp6.598.458
Rp7.370.424 total
includes taxes & fees
2 Nov - 3 Nov
Devonfield Inn B&B
A two-story house with a brick entrance and a white facade.

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, (119 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is Rp6.829.556
Rp8.261.815 total
includes taxes & fees
1 Nov - 2 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

11. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is Rp6.522.996
Rp7.650.456 total
includes taxes & fees
1 Nov - 2 Nov
The Inn at Stockbridge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Canaan Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Steven was very helpful and so nice. He went above and beyond to help me find a lost item."
Rachelle 3-night trip
Posted 20 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about East Canaan

East Canaan B&B information

Number of reviews
1,840
Accommodation
14 B&B
Lowest Price
Rp2.159.252
Highest Price
Rp8.261.815

Frequently asked questions

Searching for B&Bs in East Canaan?
If you want to find somewhere to stay with a small number of rooms and an intimate environment, a B&B might be the perfect option for your getaway to East Canaan. If your ideal holiday to East Canaan includes spending lots of time outside, Beckley Furnace Industrial Park is a good spot to enjoy the scenery.
Are you interested in apartments over traditional hotel rooms?
B&Bs all have a unique charm — whether it's a picturesque garden 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 top B&Bs in East Canaan?
Here are some B&Bs in the surrounding area: Locust Tree Bed and Breakfast LLC: 7 rooms. 1.3 mi (2.1 km) from the heart of East Canaan. Blackberry River Inn: 14 rooms. 2.2 mi (3.6 km) from the city centre. Enjoy the free cooked breakfast and outdoor pool. Wilder House Berkshires: 5 rooms. Situated 7.7 mi (12.3 km) from the heart of East Canaan. Enjoy the free cooked breakfast and unique decor.
When is the best time to stay at a B&B in East Canaan?
When you're planning your trip to East Canaan, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in East Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in East Canaan?
When you want to see some attractions in town, you might consider a visit to Beckley Furnace Industrial Park and Land of Nod Vineyard and Winery. Haystack Mountain State Park and Infinity Music Hall and Bistro are also some sites to visit if you want to see more of the area.
How can I get to and around East Canaan?
You can plan your excursions in and around East Canaan ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 28.8 mi (46.3 km) away from the heart of the city. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 29.5 mi (47.6 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia