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B&B in Canaan

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (136)
"Loved everything especially Lucas and Joe💟☮️"
$164 nightly
The price is $189
Sep 29 - Sep 30
Total with taxes and fees
Blackberry River Inn

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (404)
"Peaceful area and great staff; Thank you for the service and experience "
$105 nightly
The price is $121
Sep 28 - Sep 29
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (35)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
$189 nightly
The price is $211
Oct 27 - Oct 28
Total with taxes and fees
Wilder House Berkshires

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (293)
"Beautiful place. Accomadating staff. A lovely place to stay"
$275 nightly
The price is $311
Sep 28 - Sep 29
Total with taxes and fees
Inn at Pine Plains

Tanglewood Suites

2.5 star property
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
$269 nightly
The price is $269
Sep 27 - Sep 28
Total with taxes and fees
Tanglewood Suites

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
$250 nightly
The price is $279
Sep 28 - Sep 29
Total with taxes and fees
Chambery Inn

Granville House

3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
$269 nightly
The price is $300
Oct 13 - Oct 14
Total with taxes and fees
Granville House

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 "
$335 nightly
The price is $374
Oct 14 - Oct 15
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Manor House Inn

3.0 star property
9.4 out of 10, Exceptional, (138)
"Excellent bed and breakfast, room was clean and comfortable."
$313 nightly
The price is $348
Oct 5 - Oct 6
Total with taxes and fees
Manor House Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (129)
"The inn has an excellent location and amenities."
$399 nightly
The price is $446
Sep 29 - Sep 30
Total with taxes and fees
Devonfield Inn B&B

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
$415 nightly
The price is $464
Sep 28 - Sep 29
Total with taxes and fees
The Inn at Stockbridge

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."
$265 nightly
The price is $297
Oct 27 - Oct 28
Total with taxes and fees
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

Find out more about Canaan

Find out more about Canaan

Canaan B&B information

Number of reviews
1,675
Accommodation
13 B&B
Lowest Price
$121
Highest Price
$464

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.

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