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
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 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, (445 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is NT$3,340
NT$3,841 total
includes taxes & fees
Sep 20 - Sep 21
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, (220 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is NT$4,784
NT$5,502 total
includes taxes & fees
Sep 20 - Sep 21
Blackberry River Inn
Interior detail

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is NT$6,132
NT$6,849 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 NT$10,464
NT$11,615 total
includes taxes & fees
Sep 30 - Oct 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, (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 NT$7,125
NT$7,958 total
includes taxes & fees
Sep 29 - Sep 30
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, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is NT$8,747
NT$9,895 total
includes taxes & fees
Sep 20 - Sep 21
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 NT$8,611
NT$9,618 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$13,542
NT$15,883 total
includes taxes & fees
Sep 22 - Sep 23
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 NT$16,472
NT$19,926 total
includes taxes & fees
Oct 12 - Oct 13
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 NT$13,963
NT$15,596 total
includes taxes & fees
Sep 22 - Sep 23
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.
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

the Alander

the Alander

8/10 Good
"Lots of good to great here but there still are some things that need attention. This is an old school motel being updated that has a lovely restaurant. The rooms that have been renovated are charming and comfortable but property still has more rooms being renovated. Lots of attention to detail to make your stay comfortable from thoughtful local map, homemade granola from their restaurant with local yogurt to enjoy for breakfast with french press coffee or tea. Nicely stocked items in the room's minibar. Comfortable bed, good sized closet. Also had dinner here with a family member who lives nearby. Lovely meadow at the property. Nice sized fire pits. Charming - but, I feel that a lot of details were overlooked. The bathroom in my room needs attention. The tile is older tile that has been painted and I get that this is a cost saving measure but combined with newer dark fixtures and dark toilet seat that had a worn finishes and a good number of hairs and dirt in the bath and shower I think the cleaning staff needs to be taught to have better eyes for details. A door that I thought might hold additional closet space or perhaps a desk but instead it had a pile of old air conditioners and the door and doorway were scraped up. Seems like this should have been locked. The room was good sized but could use a desk so there was a place to work. Couldn't use the fire pits as there wasn't any wood. Staff was responsive via text and helpful. I would consider coming back."
ann leslie 1-night trip
Posted 9 hours ago
the Alander

Find out more about East Canaan

East Canaan B&B information

Number of reviews
1,604
Accommodation
14 B&B
Lowest Price
NT$3,841
Highest Price
NT$19,926

Frequently asked questions

Searching for B&Bs in East Canaan?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a B&B might be just the right fit for your vacation to East Canaan. If your ideal vacation to East Canaan includes spending lots of time outside, Beckley Furnace Industrial Park is a good spot to enjoy the scenery.
Are you thinking about a B&B for your stay?
B&Bs all have a unique charm. Whether it's a garden for guests to admire or a beautiful breakfast room, the little details are what make bed and breakfasts a home away from home.
What are the top B&Bs in East Canaan?
Below are some B&Bs in the 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 downtown core. 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 décor.
When should I stay at a B&B in East Canaan?
When you're planning your stay in East 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 East Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in East Canaan?
When you want to check out 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?
Planning your excursions in and around East Canaan is easier with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 28.8 mi (46.3 km) from the city center. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 29.5 mi (47.6 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia