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Check prices for these dates

Next weekend
6 Jum. II - 8 Jum. II
In two weeks
13 Jum. II - 15 Jum. II
In one month
27 Jum. II - 29 Jum. II
In two months
25 Raj. - 27 Raj.

Compare 34 B&B in Canaan with updated reviews, rates, and availability.

Berkshire Rural Retreat
Exterior

Berkshire Rural Retreat

10.0 out of 10, Exceptional, (21)
"We had a very nice stay over the New Year’s holiday. The house was clean, comfortable and cozy. The host was responsive as well. "
Berkshire Rural Retreat
Restored historic farmhouse on 25 private acres
Interior

Restored historic farmhouse on 25 private acres

10.0 out of 10, Exceptional, (1)
"Beautiful property, very well maintained and with good access to nearby towns and attractions. We enjoyed the swimming pond and sampled the garden produce. A lovely place to vacation."
Restored historic farmhouse on 25 private acres
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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Frequently asked questions

Searching for B&Bs in Canaan?
Whether you’re on a family vacation and want a small, cozy place to stay, or you’re traveling solo and hoping to meet fellow tourists, a B&B might be the right choice for your trip. When you want to explore some attractions in town, Queechy Lake and Hollow FIelds Reserve are worth a stop.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to mingle with other guests, and breakfast served on site, B&Bs offer a unique environment.
What are the best B&Bs in Canaan?
Here are some B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 9 mi (14.5 km) from the heart of Canaan. Enjoy the free full breakfast and unique décor. Tanglewood Suites: 2 rooms. 10.7 mi (17.2 km) from the downtown core. Lakehouse Inn: 14 rooms. Situated 11.1 mi (17.9 km) from the heart of Canaan. Enjoy the free full breakfast and deli. Whistler’s Inn Bed & Breakfast: 14 rooms. 9 mi (14.5 km) from the heart of downtown. Enjoy the private yard and unique décor. Chambery Inn: 9 rooms. Located 12.3 mi (19.7 km) from the core of Canaan. Enjoy the private yard and deli.
What's the best time of year to book my B&B in Canaan?
When you’re dreaming of a getaway to 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 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Canaan?
Spend some time exploring Queechy Lake and Hollow FIelds Reserve if you’re hoping to see some of the area’s natural features. You might put Hand Hollow State Forest and Bates Memorial State Park 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 8 mi (12.9 km) away from the city center. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 15.8 mi (25.4 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.