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

Find the Best East Canaan Bed and Breakfast

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sept - 6 Sept
In two months
2 Oct - 4 Oct

Our top choices for East 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, (437 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 £90
includes taxes & fees
5 Aug - 6 Aug
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)
The price is £151
includes taxes & fees
16 Aug - 17 Aug
Blackberry River Inn
Front of property

3. 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 £249
includes taxes & fees
2 Sept - 3 Sept
Manor House Inn
Interior detail

4. 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 £147
includes taxes & fees
9 Aug - 10 Aug
Wilder House Berkshires
Desk, laptop workspace, iron/ironing board (on request), free WiFi

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 £228
includes taxes & fees
17 Aug - 18 Aug
Granville House
Free daily continental breakfast

6. 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 £231
includes taxes & fees
4 Aug - 5 Aug
Inn at Pine Plains
Front of property

7. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (101 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 £354
includes taxes & fees
10 Aug - 11 Aug
The Inn at Stockbridge
Front of property – evening/night

8. 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 £322
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is £296
includes taxes & fees
17 Aug - 18 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

10. 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 £224
includes taxes & fees
4 Aug - 5 Aug
Chambery Inn
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

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"This is my second time here. that alone is a great rating friendly owners clean room hot shower comfortable bed and alot of TV channels what more do you need? what more do you need?"
John 1-night trip
Posted 1 hour ago
Monument Mountain Motel

Find out more about East Canaan

East Canaan B&B information

Number of reviews
693
Accommodation
14 B&B
Lowest Price
£90
Highest Price
£354

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. 7.7 mi (12.3 km) from the city centre. 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. Infinity Music Hall and Bistro and Great Falls 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