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B&B in Canaan

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (410)
"Peaceful area and great staff; Thank you for the service and experience "
United States
Andre
$105 nightly
The price is $121
Nov 11 - Nov 12
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (156)
"The highlight of our 10 day trip through the northeast"
United States
bruce
$158 nightly
The price is $182
Nov 13 - Nov 14
Total with taxes and fees
Blackberry River Inn

Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"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."
United States
Marina
$153 nightly
The price is $171
Nov 17 - Nov 18
Total with taxes and fees
Wilder House Berkshires

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (87)
"I’m a former travel writer and hotel reviewer at the NY Times Sunday Travel and I’ve been coming to the Berkshires the past decade. This is the hands down the best B&B in the area. The decor, the ambiance, the artistic details, the warm customer service, the made-to-order gourmet breakfast next to a wood-burning fireplace - all make this place so cozy and truly unique. Listen to the jukebox or play billiards in the inn’s great room. Or lounge beneath the heat lamps on its wraparound porch. You...
United States
Lionel
$224 nightly
The price is $250
Nov 21 - Nov 22
Total with taxes and fees
Granville House

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
$190 nightly
The price is $212
Nov 11 - Nov 12
Total with taxes and fees
Chambery Inn

Manor House Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138)
"A charming old manor from the Gilded Age, thoughtfully updated and modernized without losing the soul of the original home. Incredibly comfortable rooms, inviting common spaces, excellent breakfast, beautiful grounds, and friendly staff. We especially enjoyed the fireplace in our room. Perfect for a romantic getaway, we look forward to visiting again in the future."
United States
Anonymous traveler
$294 nightly
The price is $327
Nov 17 - Nov 18
Total with taxes and fees
Manor House Inn

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
$289 nightly
The price is $322
Nov 11 - Nov 12
Total with taxes and fees
The Inn at Stockbridge

Inn at Pine Plains

3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (298)
"Very nice spacious room and a good value."
United States
Theodore
$275 nightly
The price is $311
Nov 11 - Nov 12
Total with taxes and fees
Inn at Pine Plains

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
United States
Amanda
$219 nightly
The price is $219
Dec 1 - Dec 2
Total with taxes and fees
Tanglewood Suites

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!"
United States
Carol Anne
$414 nightly
The price is $462
Nov 27 - Nov 28
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
$329 nightly
The price is $367
Nov 11 - Nov 12
Total with taxes and fees
Devonfield Inn B&B
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

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 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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