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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

Browse Select East Canaan B&B

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (126)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is 4.321.090 ₫
4.969.253 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (400)
"A positively delightful B&B in a beautiful town. "
The price is 2.760.660 ₫
3.174.759 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Locust Tree Bed and Breakfast LLC
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (289)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains
Tanglewood Suites
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
7.2 out of 10, Good, (19)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is 7.072.548 ₫
7.072.548 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Tanglewood Suites
Wilder House Berkshires
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is 4.543.258 ₫
5.074.819 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Wilder House Berkshires
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (136)
"Excellent bed and breakfast, room was clean and comfortable."
The price is 7.782.432 ₫
8.638.499 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Manor House Inn
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is 6.546.708 ₫
7.312.594 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Granville House
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is 8.136.585 ₫
9.843.146 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
The Red Door B&B
Interior

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"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."
The Red Door B&B
Rock Hall Luxe Lodging
Outdoor pool

Rock Hall Luxe Lodging

4.5 star property
10.0 out of 10, Exceptional, (4)
Rock Hall Luxe Lodging
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 East Canaan Hotel Reviews

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

10/10 Excellent
"Bed was comfortable, room was clean, everything worked properly. Quiet hotel. "
Marc 3-night trip
Posted 1 day ago
Econo Lodge Lee - Great Barrington

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.
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 Land of Nod Vineyard and Winery and Beckley Furnace Industrial Park. Campbell Falls State Park and Haystack Mountain State Park 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.