Search B&B in Canaan

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 22 B&B in Canaan with updated reviews, rates, and availability.

Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (32)
"Great and excellent. Breakfast is perfect. "
The price is SAR 681
SAR 765 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Blackberry River Inn
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (263)
"Niice Clean Friendly "
The price is SAR 957
SAR 1,073 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Inn at Pine Plains
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (326)
"This spot is very cozy and we really enjoyed our brief stay here. The owners are very friendly and make a delicious, home style breakfast complete with eggs from their chickens. It’s on a main road but we couldn’t hear the traffic and we slept well. The rooms aren’t over the top in size or luxury, but it was comfortable and the shared bathroom wasn’t an issue at all as it was right across the hall and we never had to wait for other patrons in order to use it. Would return and recommend!"
The price is SAR 394
SAR 453 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Locust Tree Bed and Breakfast LLC
Save an average of 15% on thousands of hotels when you're signed in
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is SAR 1,342
SAR 1,499 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Chambery Inn
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (99)
"As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!"
The price is SAR 1,219
SAR 1,362 total
includes taxes & fees
16 Jum. II - 17 Jum. II
The Barrington
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (94)
"Fantastic!"
The Inn at Stockbridge
Manor House Inn
3.0 star property
9.2 out of 10, Wonderful, (128)
"Excellent bed and breakfast, room was clean and comfortable."
The price is SAR 1,031
SAR 1,124 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Manor House Inn
Granville House
3.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
The price is SAR 1,032
SAR 1,152 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Granville House
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (106)
"The classic character of the Inn is so beautiful and adds to the whole experience!"
The price is SAR 1,384
SAR 1,546 total
includes taxes & fees
27 Jum. II - 28 Jum. II
Devonfield Inn B&B
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (101)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The price is SAR 1,721
SAR 2,082 total
includes taxes & fees
17 Jum. II - 18 Jum. II
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Tanglewood Suites
2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
Tanglewood Suites
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
9.8 out of 10, Exceptional, (10)
"We would return to the inn again. Bob was wonderful and very, very accommodating:-)"
The price is SAR 1,122
SAR 1,425 total
includes taxes & fees
7 Raj. - 8 Raj.
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
2.0 out of 10, (1)
"Never even met the inn keepers...no one is in sight...WiFi wouldn’t work...a/c in room would not stay on.....1 item only for breakfast- delivered to room- that has no table or chair- stood in the bathroom to eat!!!! Very expensive for what u get "
The price is SAR 1,122
SAR 1,421 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
10.0 out of 10, Exceptional, (4)
"The property was a converted parochial school The rooms were old class rooms. Very spacious and extremely comfortable. Lots to do in the area or like we did just relax . We would recommend the inn for a great summer getaway . Community theater is a big attraction although not open yet Enjoy"
The price is SAR 3,752
SAR 4,786 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
10.0 out of 10, Exceptional, (6)
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
8.4 out of 10, Very Good, (10)
"Room was not what i reserverd I left inn and need a refund Spent an hour on the phone with Travelocity Outside inn trying to resolve reservation With no resolve I left Inn "
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
The Red Door B&B
3.0 star property
10.0 out of 10, Exceptional, (5)
"We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure. "
The Red Door B&B
Hilltop House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (82)
"The bed is so good. "
Hilltop House Bed & Breakfast
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
9.6 out of 10, Exceptional, (8)
The price is SAR 3,752
SAR 4,786 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
Don't see what you're looking for?
See all available properties in Canaan
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.

Other property types in Canaan

Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
10.0 out of 10, Exceptional, (3)
"I went with my family for the wknd and we had an amazing time. There was so much space throughout the house. Everything we needed was there. I’m a car enthusiast so I was excited to know there was a nearby racepark which was awesome. Would absolutely stay here again! A huge thank you to the host for their hospitality and responsiveness!"
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.

Frequently asked questions

Searching for B&Bs in Canaan?
If you want to find an accommodation with fewer rooms than a hotel and a more personalized environment, a bed and breakfast might be a great fit for your trip to Canaan. If your ideal vacation to Canaan includes spending lots of time outside, Campbell Falls State Park is a good spot to enjoy the scenery.
How do you know if a B&B is the right choice for you?
Every B&B has its own unique feel. Whether it’s a comfy common area with a fireplace 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 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 temp of 67°F, while the coldest months are January and February with an average of 29°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?
When you want to spend some time in the great outdoors, Housatonic River and Campbell Falls State Park are some notable spots. You might also consider a trip to sites like Great Falls or Infinity Music Hall and Bistro if you have time 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 heart of the city. Otherwise, look 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, consider renting a car to take in more sights.

Recent reviews of Canaan hotels
Expedia verified reviews