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Book Canaan Bed & Breakfast

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Nov 14 - Nov 16
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Dec 5 - Dec 7
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Jan 2 - Jan 4

B&B in Canaan

Exterior
Harbour House Inn
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
$249 nightly
The price is $264
Nov 10 - Nov 11
Total with taxes and fees
Harbour House Inn
Front of property
Chambery Inn
Chambery Inn
3.0 star property
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 9 - Nov 10
Total with taxes and fees
Chambery Inn
Porch
Lakehouse Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (287)
"Great Views & Hospitality"
United States
Gerald
$179 nightly
The price is $200
Nov 13 - Nov 14
Total with taxes and fees
Lakehouse Inn
Front of property - evening/night
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
$369 nightly
The price is $412
Nov 21 - Nov 22
Total with taxes and fees
Devonfield Inn B&B
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (37)
"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
$155 nightly
The price is $174
Nov 17 - Nov 18
Total with taxes and fees
Wilder House Berkshires
Exterior
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
$289 nightly
The price is $322
Nov 9 - Nov 10
Total with taxes and fees
The Inn at Stockbridge
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
$239 nightly
The price is $306
Nov 9 - Nov 10
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main
33 Main
4.0 star property
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$445 nightly
The price is $498
Dec 7 - Dec 8
Total with taxes and fees
33 Main
Property grounds
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (500)
"We had a wonderful stay. We are so glad we chose this inn. The location is superb…a five-minute walk to the center of Lenox! It is a beautiful inn with a lot of charm, and the staff is warm and friendly. We loved our large room too! Definitely plan on staying here again when we come back to the area! "
United States
Itzhak
$239 nightly
The price is $267
Nov 9 - Nov 10
Total with taxes and fees
Whistler's Inn Bed & Breakfast
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!
Experience Timeless Elegance in The Edith Wharton Room!
$239 nightly
The price is $306
Nov 9 - Nov 10
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1000)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
$164 nightly
The price is $183
Nov 9 - Nov 10
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
1 bedroom, WiFi, bed sheets
Elegant Carriage House room with a queen bed and private patio.
Elegant Carriage House room with a queen bed and private patio.
$257 nightly
The price is $326
Nov 10 - Nov 11
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets
Cozy Carriage House room with a double bed and private balcony
Cozy Carriage House room with a double bed and private balcony
$276 nightly
The price is $347
Nov 9 - Nov 10
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi
Tanglewood Suites
Tanglewood Suites
2.5 star property
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
Terrace/patio
Historic Susan B. Anthony Room - Cozy & Charming Stay
Historic Susan B. Anthony Room - Cozy & Charming Stay
$294 nightly
The price is $368
Nov 9 - Nov 10
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay
Fireplace
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
$376 nightly
The price is $459
Nov 11 - Nov 12
Total with taxes and fees
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Living area
Elegant suite with a king bed, fireplace, and kitchenette.
Elegant suite with a king bed, fireplace, and kitchenette.
$468 nightly
The price is $562
Nov 9 - Nov 10
Total with taxes and fees
Elegant suite with a king bed, fireplace, and kitchenette.
1 bedroom, bed sheets
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
$413 nightly
The price is $500
Nov 9 - Nov 10
Total with taxes and fees
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Fireplace
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
$468 nightly
The price is $562
Nov 9 - Nov 10
Total with taxes and fees
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
10.0 out of 10, Exceptional, (86)
"Wonderful! Will stay again!"
Canada
Rebecca
$225 nightly
The price is $251
Nov 10 - Nov 11
Total with taxes and fees
Granville House
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
Jamie 2-night trip
Posted 13 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Canaan

Canaan B&B information

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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 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.

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