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Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

B&B in Canaan

Exterior
Harbour House Inn

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"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
The price is ￥38,250
￥40,430 total
includes taxes & fees
Dec 9 - Dec 10
Harbour House Inn
Porch
Lakehouse Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is ￥28,873
￥33,863 total
includes taxes & fees
Dec 12 - Dec 13
Lakehouse Inn
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Wilder House Berkshires Room 3 | Premium bedding, individually decorated, individually furnished
Wilder House Berkshires

Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is ￥23,372
￥26,107 total
includes taxes & fees
Dec 9 - Dec 10
Wilder House Berkshires
Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is ￥16,065
￥17,623 total
includes taxes & fees
Dec 9 - Dec 10
Shaker Mill Inn
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is ￥40,768
￥47,815 total
includes taxes & fees
Dec 21 - Dec 22
The Inn at Stockbridge
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is ￥66,914
￥74,743 total
includes taxes & fees
Jan 5 - Jan 6, 2026
33 Main
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (88)
"Outstanding all around!"
United States
Jonathan
The price is ￥31,026
￥34,656 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Granville House
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Lenox
The price is ￥42,003
￥54,934 total
includes taxes & fees
Dec 7 - Dec 8
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is ￥25,913
￥29,812 total
includes taxes & fees
Dec 10 - Dec 11
The Cornell Inn, Lenox & The Berkshires
2 Bedrooms 1 Bath | Premium bedding, iron/ironing board, free WiFi, bed sheets
Tanglewood Suites

Tanglewood Suites

2.5 star property
Stockbridge
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."
United States
Elizabeth
The price is ￥33,963
￥33,963 total
includes taxes & fees
Dec 7 - Dec 8
Tanglewood Suites
Business center
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is ￥59,247
￥71,672 total
includes taxes & fees
Dec 18 - Dec 19
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Lenox
The price is ￥42,003
￥54,934 total
includes taxes & fees
Dec 7 - Dec 8
Experience Timeless Elegance in The Edith Wharton Room!
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

Lenox
The price is ￥47,121
￥61,671 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Carriage House room with a double bed and private balcony
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.

Lenox
The price is ￥44,562
￥58,215 total
includes taxes & fees
Dec 7 - Dec 8
Elegant Carriage House room with a queen bed and private patio.
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

Lenox
The price is ￥61,195
￥80,065 total
includes taxes & fees
Dec 14 - Dec 15
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Terrace/patio
Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay

Lenox
The price is ￥49,680
￥64,951 total
includes taxes & fees
Dec 7 - Dec 8
Historic Susan B. Anthony Room - Cozy & Charming Stay
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ￥65,930
￥72,326 total
includes taxes & fees
Dec 16 - Dec 17
Inn at Kenmore Hall
1 bedroom, bed sheets
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

Lenox
The price is ￥66,312
￥84,638 total
includes taxes & fees
Dec 8 - Dec 9
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"I am a cross country traveling nurse. The Berkshire Mountain Lodge was perfect for my needs. A fully functioning well appointed kitchen. Spacious living quarters with excellent views. The best water pressure on a shower that I have ever known. Fantastic after a long day of work or out hiking the many nature trails here. And the bed was so perfectly firm and cozy that I drifted effortlessly to sleep. The grounds, the amenities and the coordinated activities to bring you together in community made me feel included. Definitely a place I will continue to return to for many years."
salena 9-night trip
Posted 1 day ago
Berkshire Mountain Lodge

Find out more about Canaan

Canaan B&B information

Number of reviews
2,263
Accommodation
35 B&B
Lowest Price
￥17,623
Highest Price
￥84,638

Frequently asked questions

Searching for B&Bs in Canaan?
Whether you're on a family vacation and want a small, cozy place to stay, or you're traveling solo and hoping to meet fellow tourists, a B&B might be the right choice for your trip. When you want to explore some attractions in town, Queechy Lake and Hollow FIelds Reserve are worth a stop.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to mingle with other guests, and breakfast served on site, B&Bs offer a unique environment.
What are the best B&Bs in Canaan?
Here are some B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 9 mi (14.5 km) from the heart of Canaan. Enjoy the free full breakfast and unique décor. Shaker Mill Inn: 9 rooms. 6.6 mi (10.6 km) from the downtown core. Chambery Inn: 9 rooms. Situated 12.3 mi (19.7 km) from the heart of Canaan. Enjoy the private yard and deli. Lakehouse Inn: 14 rooms. 11.1 mi (17.9 km) from the heart of downtown. Enjoy the free full breakfast and deli. Inn at Silver Maple Farm: 11 rooms. Located 0.9 mi (1.5 km) from the core of Canaan. Enjoy the free buffet breakfast and designer toiletries.
What's the best time of year to book my B&B in Canaan?
When you're dreaming of a getaway to Canaan, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Canaan?
Spend some time exploring Queechy Lake and Hollow FIelds Reserve if you're hoping to see some of the area's natural features. You might put Hand Hollow State Forest and Bates Memorial State Park on your list if you want to see more of the area.
How can I get to and around Canaan?
Mapping out your trip in and around Canaan is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 8 mi (12.9 km) away from the city center. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 15.8 mi (25.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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