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Browse Select Canaan B&B

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (123)
"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 ₹14,407
₹16,568 total
includes taxes & fees
2 Sept - 3 Sept
Blackberry River Inn

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (398)
"Nice property! a little dated but overall great for 1 night"
The price is ₹9,204
₹10,585 total
includes taxes & fees
11 Aug - 12 Aug
Locust Tree Bed and Breakfast LLC

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (288)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains

Tanglewood Suites

2.5 star property
7.4 out of 10, Good, (17)
"Made a Friday night reservation for their 2BR suite in August. When we arrived at the location listed on Expedia, we found ourselves in a residential neighborhood with no "Tanglewood Suites" in sight. I had emailed in advance for clarification on the location but didn't get a reply. We called the place and the proprietor said there was no record of a reservation and that she never rents for one night only. We were left high and dry with no reasonably priced play to stay in the area. "
The price is ₹23,581
₹23,581 total
includes taxes & fees
11 Aug - 12 Aug
Tanglewood Suites

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (28)
"Always perfect! "
The price is ₹14,087
₹15,736 total
includes taxes & fees
9 Sept - 10 Sept
Wilder House Berkshires

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
The price is ₹25,947
₹28,802 total
includes taxes & fees
13 Aug - 14 Aug
Manor House Inn

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 ₹21,827
₹24,381 total
includes taxes & fees
7 Sept - 8 Sept
Granville House

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is ₹34,386
₹41,598 total
includes taxes & fees
25 Aug - 26 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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

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

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

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 Canaan Hotel Reviews

Frequently asked questions

Searching for B&Bs in Canaan?
If you're looking for somewhere to stay with a small number of rooms and a more personalised environment, a bed and breakfast might be the perfect option for your trip to Canaan. If your ideal holiday 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 a good option for you?
Every B&B has a unique charm — whether it's a cosy reading space 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 city centre. Inn at Pine Plains: 8 rooms. Situated 18 mi (28.9 km) from the heart of Canaan. Tanglewood Suites: 2 rooms. 18.1 mi (29.1 km) from the city centre.
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 temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Canaan are January, March, February and November, with each month seeing an average of 18 cm 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 should put Campbell Falls State Park and North Canaan Town Hall 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 city centre. You can also search 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, you may want a rental car for your journey.