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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Canaan

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (122)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
$164 nightly
The price is $189
Sep 2 - Sep 3
Total includes taxes and fees
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, (397)
"Nice property! a little dated but overall great for 1 night"
$105 nightly
The price is $121
Aug 10 - Aug 11
Total includes taxes and fees
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, (288)
"Beautiful place. Accomadating staff. A lovely place to stay"
$255 nightly
The price is $288
Aug 10 - Aug 11
Total includes taxes and fees
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
7.8 out of 10, Good, (16)
"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. "
$269 nightly
The price is $269
Aug 7 - Aug 8
Total includes taxes and fees
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, (28)
"Always perfect! "
$197 nightly
The price is $220
Aug 17 - Aug 18
Total includes taxes and fees
Wilder House Berkshires
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. "
$250 nightly
The price is $279
Aug 7 - Aug 8
Total includes taxes and fees
Chambery Inn
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
$269 nightly
The price is $299
Aug 25 - Aug 26
Total includes taxes and fees
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!"
$249 nightly
The price is $278
Aug 11 - Aug 12
Total includes taxes and fees
Granville House
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"
$309 nightly
The price is $345
Sep 2 - Sep 3
Total includes taxes and fees
Devonfield Inn B&B
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

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 "
$425 nightly
The price is $475
Aug 20 - Aug 21
Total includes taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 Canaan Hotel Reviews

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

10/10 Excellent
"Very comfortable for a weeks' stay. Good location "
Sarah JANE 7-night trip
Posted 3 days ago
Days Inn by Wyndham Torrington

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Canaan?
Prices for B&Bs in Canaan often vary, but you can find a great deal from $121 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Canaan B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Canaan?
The best time to book a B&B in Canaan is during the fall months of September and October. This enchanting period attracts travelers seeking a picturesque escape, as the foliage transforms into a vibrant tapestry of red, orange, and gold. Perfect for those who appreciate outdoor activities, these months offer ideal temperatures ranging from the mid-50s to low-70s Fahrenheit, allowing for comfortable hiking and exploring the area's scenic trails.

September often marks the beginning of harvest season, where you can indulge in local festivals celebrating apples and pumpkins. It's also a great time for leisurely drives through the countryside, with many opportunities to stop and enjoy the breathtaking views. The crisp air and stunning vistas make it a favorite among nature enthusiasts and photographers alike.

For those looking to travel on a budget, consider visiting in early December. While this month is considered low season, it brings its own charm with holiday festivities and a peaceful atmosphere. Enjoy cozy evenings by the fire and the chance to experience local traditions without the crowds.
What is the difference between a Canaan Bed and Breakfast and a hotel?
Every Canaan B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Canaan B&Bs.