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B&B in Canaan

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is SAR 605
SAR 822 total
includes taxes & fees
21 Jul - 22 Jul
The Cornell Inn, Lenox & The Berkshires

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (416)
"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"
The price is SAR 699
SAR 766 total
includes taxes & fees
20 Jul - 21 Jul
Shaker Mill Inn

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (270)
"Really peaceful and serene property due to the lake. The house was clean and the staff were friendly. "
Lakehouse 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. "
The price is SAR 1,009
SAR 1,009 total
includes taxes & fees
28 Jul - 29 Jul
Tanglewood Suites

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (88)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is SAR 896
SAR 968 total
includes taxes & fees
5 Aug - 6 Aug
Inn at Silver Maple Farm

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (26)
"Always perfect! "
The price is SAR 776
SAR 867 total
includes taxes & fees
21 Jul - 22 Jul
Wilder House Berkshires

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"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. "
Chambery Inn

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (475)
"All was just as advertised and the family/staff was friendly and helpful. "
The price is SAR 681
SAR 760 total
includes taxes & fees
16 Jul - 17 Jul
Whistler's Inn Bed & Breakfast

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (154)
"This is a charming and very pleasant place to stay."
Brook Farm Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is SAR 1,687
SAR 1,885 total
includes taxes & fees
28 Jul - 29 Jul
33 Main

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"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!! "
The price is SAR 885
SAR 936 total
includes taxes & fees
23 Jul - 24 Jul
Harbour House Inn

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!"
The price is SAR 934
SAR 1,043 total
includes taxes & fees
28 Jul - 29 Jul
Granville House

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge

Berkshire Mountain House

3.0 star property
9.4 out of 10, Exceptional, (26)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain House

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall

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 "
The price is SAR 1,635
SAR 1,977 total
includes taxes & fees
28 Jul - 29 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (68)
"Great host and enjoyable stay."
Eastgate Inn B&B

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."
The Red Door B&B

Chesapeake Inn of Lenox

3.0 star property
7.4 out of 10, Good, (8)
"Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive"
Chesapeake Inn of Lenox
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

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. Chambery Inn: 9 rooms. 12.3 mi (19.7 km) from the downtown core. Enjoy the private yard and deli. Tanglewood Suites: 2 rooms. Situated 10.7 mi (17.2 km) from the heart of Canaan. 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.