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Find hotels in Canaan, NY from ₩99,490

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Compare 1,417 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Canaan hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is ₩177,220
₩197,955 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Wonderful place to stay"
The price is ₩175,051
₩195,537 total
includes taxes & fees
Sep 21 - Sep 22
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (691)
"Great property. Would stay again"
The price is ₩223,713
₩249,888 total
includes taxes & fees
Aug 26 - Aug 27
Berkshires Untold

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1966)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is ₩151,569
₩184,652 total
includes taxes & fees
Aug 27 - Aug 28
Vacation Village in the Berkshires

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very Good, (1003)
"Room was great,great breakfast, great place to stay with convenient access to highway"
The price is ₩147,961
₩164,236 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Inn & Suites East Greenbush - Albany

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ₩178,661
₩254,270 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (525)
"Great place , love it, will return"
The price is ₩208,830
₩233,262 total
includes taxes & fees
Sep 15 - Sep 16
The Constance by the Lenox Collection

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (700)
"Pleasant stay"
The price is ₩128,049
₩162,569 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Loved our visit"
The price is ₩264,466
₩357,928 total
includes taxes & fees
Aug 26 - Aug 27
The Red Lion Inn

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (584)
"Amazing place to stay. Can’t wait to go again. "
The price is ₩92,059
₩134,090 total
includes taxes & fees
Sep 21 - Sep 22
Berkshire Mountain Lodge

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is ₩99,490
₩111,132 total
includes taxes & fees
Sep 7 - Sep 8
FairBridge Inn Express

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (863)
"Consistently a clean room with welcoming staff."
The price is ₩152,523
₩170,369 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
8.8 out of 10, Excellent, (821)
"Very nice accommodations; very clean & affordable pricing! "
The price is ₩172,113
₩191,047 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is ₩189,114
₩211,241 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (625)
"It was lovely!"
The price is ₩89,205
₩99,643 total
includes taxes & fees
Sep 7 - Sep 8
Econo Lodge Lee - Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Very clean rooms and excellent staff."
The price is ₩148,661
₩166,053 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (435)
"Property is close to Tanglewood Musical Venues. Parking is easy. The rooms are impeccably clean and the office manger was curteous."
The price is ₩94,438
₩105,772 total
includes taxes & fees
Aug 27 - Aug 28
Berkshire Travel Lodge

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (966)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is ₩222,487
₩248,517 total
includes taxes & fees
Sep 1 - Sep 2
Jiminy Peak Mountain Resort

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (558)
"Very clean and very nice staff. Breakfast was great"
The price is ₩232,982
₩260,241 total
includes taxes & fees
Aug 25 - Aug 26
Berkshire Valley Inn

Chatham Travel Lodge

2.5 star property
7.8 out of 10, Good, (194)
"Chatham Travel lodge was well situated for our trip further north. The area is beautiful. The town of Chatham is close by with restaurants and shopping. The guests in the room above us were noisy for a while, but not after 10 pm. The lodge is old, but the room was clean and perfect for a one night stopover."
The price is ₩162,304
₩181,782 total
includes taxes & fees
Aug 24 - Aug 25
Chatham Travel Lodge
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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Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

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Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Top Canaan Hotel Reviews

Frequently asked questions

Where is the best place to stay in Canaan?

Vacation Village in the Berkshires, located 13.3 mi (21.4 km) from the heart of Canaan, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Berkshire Mountain Lodge and FairBridge Inn Express. 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, most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of 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, click here.

What are some accommodations with pools in Canaan?

Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG are a couple of other choices that feature an onsite pool. View all hotels with pools in Canaan.

What's the best place to stay near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Canaan like?

Visitors can enjoy all that Canaan has to offer including the restaurants, coffeehouses, and shopping. Tourists can also enjoy the city's local tours and museums. In Canaan, there are 22 hotels and other accommodations to choose from. Find out more about Canaan.

What should I see while I'm in Canaan?

Favorite places to visit include Queechy Lake, Hollow FIelds Reserve, and Hand Hollow State Forest. Additionally, you might want to add Bates Memorial State Park to your itinerary. 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 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.