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Find Canaan Bed And Breakfast

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Featured B&B in Canaan

Chambery Inn
3 out of 5
199 Main St, Lee, MA
Free CancellationReserve now, pay when you stay
The price is ¥15,576 per night from Jan 31 to Feb 1

Located in the heart of Lee, this bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and Lee Prime ...

4.7/5Exceptional! (293 reviews)
Anniversary Getaway

"Fantastic inn, great location, service above and beyond.. we left a sweater behind and received a call immediately letting us know!"…"

Reviewed on Oct 27, 2020

Chambery Inn
The Inn at Stockbridge
4 out of 5
30 East Street, Stockbridge, MA
The price is ¥28,798 per night from Jan 17 to Jan 18

Situated in Stockbridge, this bed & breakfast is 1.2 mi (1.9 km) from Berkshire Theatre Festival and within 3 mi (5 km) of Mission House and Naumkeag. National ...

4.8/5Exceptional! (79 reviews)

"Everything from arrival to departure was fabulous."…"

Reviewed on Sep 21, 2020

The Inn at Stockbridge
The Windflower Inn
3 out of 5
684 South Egremont Road, Great Barrington, MA
The price is ¥17,468 per night from Jan 17 to Jan 18

Situated in a rural location, this bed & breakfast is 1.1 mi (1.8 km) from W.E.B. Du Bois Boyhood Homesite and 2.7 mi (4.4 km) from Jug End State Reservatio. ...

4.6/5Exceptional! (45 reviews)

"Bed and breakfast is lovely, service was wonderful, room is comfortable, bathroom is a bit small"…"

Reviewed on Oct 12, 2020

The Windflower Inn
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The Egremont Village Inn
3 out of 5
17 Main Streeet, South Egremont, MA
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Situated in South Egremont, this golf bed & breakfast is within 6 mi (10 km) of Taconic State Park, Mahaiwe Performing Arts Center, and Catamount Ski Area. Catamount ...

4.3/5Excellent! (95 reviews)

"The historic nature of the Egremont Inn is very special."…"

Reviewed on Nov 6, 2020

The Egremont Village Inn
Granville House
98 Division St, Housatonic, MA
Free CancellationReserve now, pay when you stay
The price is ¥18,174 per night from Jan 21 to Jan 22

Situated in Housatonic, this bed & breakfast is 2.5 mi (4 km) from Lake Mansfield Park and 2.8 mi (4.6 km) from Mahaiwe Performing Arts Center. Ski Butternut ...

5/5Exceptional! (8 reviews)
When Hospitality Feels Like Home

"Life is filled with difficult decisions: what to watch on Netflix, what to eat for dinner, red pill or blue pill? Deciding where to get some R&R in the Berkshires is, refreshingly, not one of these head scratchers. To come across the Granville House and decide not to stay there is to call into question ..."…"

Reviewed on Sep 26, 2020

Granville House
Tanglewood Suites
2.5 out of 5
MA-102, Stockbridge, MA
The price is ¥10,281 per night from Jan 17 to Jan 18

Situated in the mountains, this bed & breakfast is within 1 mi (2 km) of Mission House and Naumkeag. Berkshire Botanical Garden and Berkshire Theatre Festival ...

4/5Very Good! (5 reviews)

"We had difficulty finding the place. However after phoning Carol, she not only directed us to the location she drove us to the festivities and recommended things to do. The room was clean and comfortable. The only thing missing was no coffee setup."…"

Reviewed on Dec 10, 2019

Tanglewood Suites
Devonfield Inn B&B
4 out of 5
85 Stockbridge Rd., Lee, MA
The price is ¥26,897 per night from Jan 17 to Jan 18

Situated in Lee, this golf bed & breakfast is within 1 mi (2 km) of Greenock Country Club, Lee Library, and Animagic Museum of Animation. Lee Prime Outlets and ...

4.9/5Exceptional! (86 reviews)
Great Base to the Ber

"Charging New England inn. Doug and Jim are gracious and friendly hosts. Breakfast was delicious each morning of our stay."…"

Reviewed on Oct 14, 2020

Devonfield Inn B&B
Locust Tree Bed and Breakfast LLC
3 out of 5
131 East Canaan Road, PO Box 664, Canaan, CT
Free CancellationReserve now, pay when you stay
The price is ¥10,904 per night from Jan 17 to Jan 18

Situated in Canaan, this bed & breakfast is 1.8 mi (2.9 km) from Land of Nod Vineyard and Winery and within 6 mi (10 km) of Ashley House and Haystack Mountain ...

4.4/5Wonderful! (183 reviews)

"This was our second stay at the Locust Tree. Beautiful grounds, well-maintained inside and out and reasonably priced. Heidi takes good care of her guests, knows the area well and is very personable."…"

Reviewed on Oct 12, 2020

Locust Tree Bed and Breakfast LLC
Hilltop House Bed & Breakfast
3 out of 5
43 Depot Hill Road, Amenia, NY
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Situated in Amenia, this bed & breakfast is within 9 mi (15 km) of TriArts Sharon Playhouse, Trevor Zoo, and Sharon Audubon Center. Macedonia Brook State Park ...

4.8/5Exceptional! (24 reviews)

"This was a beautiful house in a beautiful area, great to visit in the fall when all the leaves are changing."…"

Reviewed on Oct 24, 2019

Hilltop House Bed & Breakfast
The Barrington
4 out of 5
281 Main St., Level 3, Great Barrington, MA
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Situated near the boardwalk, this bed & breakfast is within 9 mi (15 km) of Ski Butternut, Mission House, and Chesterwood. Naumkeag and National Shrine of the ...

4.9/5Exceptional! (67 reviews)

"Even with all the COVID19 precautions in place, The Barrington made our short stay memorable. It's a beautiful property, well hidden on Great Barrington's main drag. So beautifully decorated inside. Service was excellent! The place is kept extremely clean, and there is plenty of hand sanitizer everywhere. ..."…"

Reviewed on Aug 24, 2020

The Barrington
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Firespa Suite
The price is ¥41,539 per night from Feb 8 to Feb 9

Located in the heart of Lee, this historic bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and ...

Romantic Boutique Hotel / Bed and Breakfast - Deluxe Firespa Suite
Rock Hall Luxe Lodging
4.5 out of 5
19 Rock Hall Road, Winsted, CT
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Situated in Winsted, this luxury bed & breakfast is within 6 mi (10 km) of Norfolk Historical Museum, Haystack Mountain State Park, and Dennis Hill State Park. ...

5/5Exceptional! (4 reviews)
Rock Hall

"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."…"

Reviewed on Oct 20, 2010

Rock Hall Luxe Lodging
1862 Seasons on Main Bed and Breakfast
4.5 out of 5
47 Main Street, Stockbridge, MA
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Situated in Stockbridge, this luxury bed & breakfast is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine ...

5/5Exceptional! (19 reviews)
The best B & B we have ever stayed in!

"We have done B&B's for many years, but this experience beats them all. From the communication ahead of time by the lovely innkeeper Amanda, every detail was tended to. Small things like reading glasses in the dining room, umbrellas for loan at every door, use of the kitchen including silverware, ..."…"

Reviewed on Aug 21, 2017

1862 Seasons on Main Bed and Breakfast
Manor House Inn
3 out of 5
69 Maple Ave, Norfolk, CT
The price is ¥22,743 per night from Jan 18 to Jan 19

Situated in the historical district, this bed & breakfast is 0.8 mi (1.3 km) from Haystack Mountain State Park and 6.2 mi (10 km) from Land of Nod Vineyard and ...

4.6/5Wonderful! (105 reviews)
lovely place for a weekend getaway

"Lovely in and the innkeepers, Adam and Kristen, are very friendly and helpful. They staggered the breakfast to keep us all safe which we appreciated. Food was great. Rooms are beautiful and very clean. Check in was very easy. Only downside is bed is really tall (I’m short) and medium comfort."…"

Reviewed on Jul 13, 2020

Manor House Inn
Sheffield 1802 House
3.5 out of 5
48 S Main St, Sheffield, MA
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Situated in Sheffield, this bed & breakfast is 2.2 mi (3.6 km) from Magnolia Bluffs Casino and within 9 mi (15 km) of Ashley House and Mahaiwe Performing Arts ...

4/5Very Good! (2 reviews)

"The Sheffield 1802 house is a great place to stay. It is centrally located to hiking and close to good road biking roads and routes. Paul and Gail were helpful and very accommodating. Thank you for a lovely stay."…"

Reviewed on Aug 20, 2020

Sheffield 1802 House
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace and Whilpool Bathtub
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Located in the heart of Lee, this historic bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and ...

4/5Very Good! (2 reviews)
Perfect Location

"Perfect location to explore Lee and surrounding towns. Room very clean, excellent breakfast delivered to room in am. 2 chairs in room were pretty, but not comfortable to unwind in after long day. Also, confusion upon check in whether room was prepaid and if breakfast was included. No communication ..."…"

Reviewed on Sep 2, 2019

Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace and Whilpool Bathtub
The Inn at White Hollow Farm
3 out of 5
558 Lime Rock Rd, Falls Village, CT
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Situated on a river, this bed & breakfast is 1.7 mi (2.7 km) from Lime Rock Park and 2.7 mi (4.3 km) from Great Falls. Music Mountain and West Cornwall Covered ...

The Inn at White Hollow Farm
Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
The price is ¥41,539 per night from Jan 17 to Jan 18

Located in the heart of Lee, this historic bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and ...

Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Get Rates

Located in the heart of Lee, this historic bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and ...

5/5Exceptional! (2 reviews)
Great Inn , Great Stay

"Wonderful and unique building with great rooms. Owner and staff were great. Wonderful stay and will be going again."…"

Reviewed on Jul 24, 2020

Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Stockbridge Country Inn
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
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Situated in Stockbridge, this luxury bed & breakfast is within 1 mi (2 km) of Chesterwood and Norman Rockwell Museum. Berkshire Botanical Garden and Mission ...

4.6/5Wonderful! (61 reviews)

"The house and grounds are lovely, well maintained and just a short drive away from Shakespeare and Co. Breakfast is delicious. A menu of items to choose from. The omelets are cooked to perfection! Diane is the perfect host. Very sweet and full of information and suggestions on what to do and where ..."…"

Reviewed on Jan 20, 2020

Stockbridge Country Inn
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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.

Other property types in Canaan

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road, PO Box 664, Canaan, CT
The price is ¥10,904 per night from Jan 17 to Jan 18
4.4/5Wonderful! (183 reviews)

"This was our second stay at the Locust Tree. Beautiful grounds, well-maintained inside and out and reasonably priced. Heidi takes good care of her guests, knows the area well and is very personable."…"

Reviewed on Oct 12, 2020

Locust Tree Bed and Breakfast LLC
Beautiful Farmhouse for Perfect Country Escape - Close to Skiing, 5 Fireplaces

Beautiful Farmhouse for Perfect Country Escape - Close to Skiing, 5 Fireplaces

Canaan, CT
Beautiful Farmhouse for Perfect Country Escape - Close to Skiing, 5 Fireplaces
Holiday Inn Express Hotel & Suites Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
The price is ¥9,347 per night from Jan 20 to Jan 21
4.5/5Wonderful! (88 reviews)

"The beds were pretty comfortable and the rooms were very neat..."…"

Reviewed on Jan 10, 2021

Holiday Inn Express Hotel & Suites Great Barrington
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.

Frequently asked questions

Searching for B&Bs in Canaan?
If you want to find an accommodation with fewer rooms than a hotel and a more personalized environment, a bed and breakfast might be a great fit for your trip to Canaan. If your ideal vacation to Canaan includes spending lots of time outside, Campbell Falls State Park is a good spot to enjoy the scenery.
How do you know if a B&B is the right choice for you?
Every B&B has its own unique feel— whether it’s a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Canaan?
Here are some well-liked B&Bs in the area: Locust Tree Bed and Breakfast LLC: 3 stars, 7 rooms. 0.9 mi (1.4 km) from the heart of Canaan.The Inn at Stockbridge: 4 stars, 15 rooms. 18.6 mi (30 km) from the downtown core. Enjoy the free cooked breakfast and jetted tubs. Granville House: 5 rooms. Situated 14.1 mi (22.7 km) from the heart of Canaan. Enjoy the free full breakfast and unique décor. The Windflower Inn: 3 stars, 13 rooms. Located 10.9 mi (17.6 km) from the core of Canaan. Enjoy the unique décor and fireplace in the lobby.
When should I book my B&B in Canaan?
When you’re planning your stay in 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 64°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Canaan are December, February, January, and March, with each month seeing an average of 9 inches of snowfall.
What is there to do in Canaan?
If you want to check out some popular attractions in Canaan, you might enjoy a visit to Campbell Falls State Park. You might also consider a trip to sites like Ski Butternut or Catamount Ski Area if you have time 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 Bradley Intl. Airport (BDL), which is located 32.2 mi (51.8 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 27.3 mi (44 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.