Find hotels in Canaan, CT from ₩85,689

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May 16 - May 17
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May 17 - May 18
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May 17 - May 19
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Compare 925 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (152)
"The Lakehouse Inn is really cute, right on a lake with wonderful waterfront spaces. The bathroom situation is more European--toilet and shower in the bathroom, sink outside. There was no tub, not a problem for me but good to be aware of. The morning breakfast was delicious! I was greeted with a white wine sangria. It's conveniently located for roaming around Stockbridge, Great Barrington, etc. Close to the Norman Rockwell museum, Hancock Shaker Village, Edith Wharton estate. Would absolutely...
The price is ₩183,649
per night
May 19 - May 20
Lakehouse Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is ₩325,398
per night
May 28 - May 29
Chambery Inn
Library
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (26)
"Lucas was very accommodating and helpful. Pleasant and great place to stay. Great fresh breakfast!!"
The price is ₩246,905
per night
May 20 - May 21
Blackberry River Inn
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Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (382)
"This is a lovely place to say. Very warm and welcoming. The staff was very helpful and even brought a little doggy basket for my dog. It included a blanket, dog bowls treats and more!! Had a very very nice time. "
The price is ₩186,403
per night
May 29 - May 30
Shaker Mill Inn
Junior Suite | Premium bedding, individually decorated, desk, iron/ironing board
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (96)
"Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. "
The price is ₩442,117
per night
May 20 - May 21
The Barrington
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (134)
"This is a charming and very pleasant place to stay."
The price is ₩193,103
per night
May 20 - May 21
Brook Farm Inn
Exterior
Race Brook Lodge
2.0 star property
9.4 out of 10, Exceptional, (8)
"It was quiet setting by the rooms are run down "
The price is ₩177,527
per night
Jun 11 - Jun 12
Race Brook Lodge
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (647)
"Staff was very friendly. Facilities were clean and comfortable. Breakfast was quite good. Convenient location. We had a terrific stay!"
The price is ₩206,775
per night
May 28 - May 29
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1002)
"My Family and I had a really great time. The staff were accommodating. The ambience was natural and peaceful. The air fresh and clean...and the lake, totally awesome. The building front is not as impressive but once you get inside, it is a completely immersive experience. The restaurant experience was splendid. Wasn't sure whether i would like it, but boy did I. :) will definitely return. "
The price is ₩137,600
per night
May 23 - May 24
The Black Swan Lee - Lenox, Ascend Hotel Collection
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (467)
"We liked that the property was almost totally self contained. i.e. indoor & outdoor activities, bar, snacks, etc."
The price is ₩189,090
per night
May 21 - May 22
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (593)
"Great stay for one night. "
The price is ₩90,464
per night
May 19 - May 20
Monument Mountain Motel
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (321)
"Great B&B … everything is easy, clean, friendly owners, great breakfast! "
The price is ₩142,838
per night
May 19 - May 20
Locust Tree Bed and Breakfast LLC
Seasonal outdoor pool
Little Cat Lodge
2.0 star property
9.0 out of 10, Wonderful, (8)
"Booked a weekend stay at Little Cat Lodge for a girlfriends trip. The lodge was very cute and had just about everything we needed. Complimentary breakfast was also much appreciated. 3 women shared a 2-bed bedroom and it was great for size- we loved our little balcony. Would definitely recommend this spot! "
The price is ₩301,191
per night
May 21 - May 22
Little Cat Lodge
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (882)
"Stay was great"
The price is ₩186,015
per night
May 27 - May 28
The Red Lion Inn
Standard Room | Premium bedding, pillowtop beds, in-room safe, desk
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (497)
"Really enjoyed the seating outside and pool side was very relaxing. The staff was very helpful and informative. Great experience!!!"
The price is ₩190,342
per night
Jun 16 - Jun 17
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (384)
"We loved this place. It's dog friendly, the place is clean and quiet. The proprietor is awesome. It's super friendly. We spent a total of 9 days here, and I'd definitely come back again. Thanks for a great stay"
The price is ₩150,596
per night
May 19 - May 20
The Briarcliff Motel
Porch
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"It was a great place to stay for the night. "
The price is ₩165,964
per night
May 19 - May 20
The Cornell Inn, Lenox
Property grounds
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (110)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Front of property
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (200)
"Nicely located to Lenox. Friendly greeting and very pleasant overreview of property. I was Upgraded to King room with no charge as hotel wasn't full. Large spacious period decor, with large soaking tub in generous barhriom. Sound travels through hallways, guest rooms and rooms above, as bedroom has areas rugs on hard wood floors. If you are a light sleeper, ask for top floor. "
The price is ₩132,744
per night
May 30 - May 31
The Lenox Collection
Seasonal outdoor pool
Apple Tree Inn
3.0 star property
8.2 out of 10, Very Good, (212)
"Absolutely gorgeous room. Wonderful staff, I felt like royalty. "
The price is ₩168,236
per night
May 23 - May 24
Apple Tree Inn
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See all available properties in Canaan
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.

More cheap stays in Canaan

Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Rd, Great Barrington, MA
The price is ₩90,464 per night from May 19 to May 20
₩90,464
per night
May 19 - May 20
8.8/10 Excellent! (591 reviews)

Canaan hotels information

Number of reviews
4,363
Accommodation
925 hotels
Lowest Price
₩85,689
Highest Price
₩325,398

Frequently asked questions

What's the best place to stay in Canaan?

Located 17.7 mi (28.4 km) from the heart of Canaan, The Red Lion Inn is a top choice for your stay based on our traveler data. Two other options for your trip to the area are Quality Inn and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel. See all available top hotels, or vacation rentals in Canaan.

If I need to cancel my hotel reservation in Canaan, will I receive a refund?

Yes! The majority of room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Canaan.

Where can I learn more about changing or cancelling my trip to Canaan?

For more information about picking new dates or cancelling your trip to Canaan, head over to our customer service page.

What are some hotels with pools in Canaan?

The Red Lion Inn: Features 3 restaurants, an outdoor pool, and a full-service spa. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel and Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires are two additional hotels with an onsite pool. View all hotels with pools in Canaan.

What's the best hotel for staying near Bradley International Airport (BDL)?

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.3 km) from Bradley Intl. Airport. Other choices within close proximity to the airport include La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport and Sheraton Hartford Hotel at Bradley Airport.

How is it to stay in Canaan?

Visitors can enjoy all that Canaan has to offer including the restaurants and coffeehouses. This city also attracts tourists with its welcoming and rural setting. In Canaan, there are 5 hotels and other accommodations to choose from. Find out more about Canaan.

What are the top places to visit in Canaan?

The picturesque setting of Housatonic River and Campbell Falls State Park exemplify the area's natural beauty. You'll also find Great Falls and Infinity Music Hall and Bistro in the area. Check out what more to see and do in Expedia's Canaan guide.

What's the weather like in Canaan?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.