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

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
$241 nightly
The price is $255
Jul 23 - Jul 24
Total includes taxes and fees
Harbour House Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (365)
"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
Jun 24 - Jun 25
Total includes taxes and fees
Chambery Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
$289 nightly
The price is $323
Jun 24 - Jun 25
Total includes taxes and fees
Devonfield Inn B&B

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
$164 nightly
The price is $183
Jun 24 - Jun 25
Total includes taxes and fees
The Cornell Inn, Lenox & The Berkshires

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (472)
"Great historic inn loaded with interesting common areas and furnishings."
$158 nightly
The price is $176
Jun 25 - Jun 26
Total includes taxes and fees
Whistler's Inn Bed & Breakfast

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (25)
"Always perfect! "
$153 nightly
The price is $171
Jun 30 - Jul 1
Total includes taxes and fees
Wilder House Berkshires

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
$269 nightly
The price is $300
Jul 6 - Jul 7
Total includes taxes and fees
Brook Farm Inn

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. "
$269 nightly
The price is $269
Jun 24 - Jun 25
Total includes taxes and fees
Tanglewood Suites

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 "
$372 nightly
The price is $416
Jun 24 - Jun 25
Total includes taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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!"
$295 nightly
The price is $330
Jul 1 - Jul 2
Total includes taxes and fees
Granville House

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (412)
"Nice"
$140 nightly
The price is $154
Jun 25 - Jun 26
Total includes taxes and fees
Shaker Mill Inn

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"Everything about our stay in The Loft was wonderful! The hot breakfast each morning was incredible. The entire inn was very clean and well kept. We will definitely be back! "
$189 nightly
The price is $204
Jun 26 - Jun 27
Total includes taxes and fees
Inn at Silver Maple Farm
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 & Breakfast in Canaan?
Prices for B&Bs in Canaan often vary, but you can find a great deal from $154 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 most popular time to book a B&B in Canaan is during the fall months, particularly from September to November. This period showcases the stunning autumn foliage, transforming the landscape into a vibrant canvas of reds, oranges, and yellows. It's a delightful time for travelers who appreciate scenic drives, hiking, and outdoor photography, as the temperate climate, with highs ranging from the mid-60s to low 70s Fahrenheit, creates superb conditions for exploration.
September is especially inviting, as the weather remains pleasantly warm while the summer crowds begin to dissipate. Visitors can enjoy the tranquility of nature trails, including those in the picturesque Canaan Valley State Park, making it an ideal time for a leisurely hike or a serene picnic amidst stunning views.
For those looking for a more budget-friendly option, consider visiting in late November. This month offers a quieter atmosphere as the holiday season approaches, allowing you to savor the charm of Canaan with potentially lower rates on accommodations.
What is the difference between a Canaan B&B 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.