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Compare 928 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1008)
"We are just stopping overnight, and feel we got lucky. This is a lovely small hotel on a lake with great views, boats to rent, and an excellent restaurant. It would be great for a vacation. "
The price is $125
$140 total
includes taxes & fees
Jun 11 - Jun 12
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (891)
"Always a great HISTORIC INN "
The price is $152
$193 total
includes taxes & fees
Jun 19 - Jun 20
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (479)
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The price is $149
$176 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (156)
"The experience was great and the staff were personable, helpful and warm."
The price is $150
$176 total
includes taxes & fees
Jun 9 - Jun 10
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (651)
"I loved the staff and the accommodations. I’d recommend this property. "
The price is $188
$210 total
includes taxes & fees
Jun 11 - Jun 12
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1002)
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The price is $117
$137 total
includes taxes & fees
Jun 9 - Jun 10
The Cornell Inn, Lenox
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (604)
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"
The price is $86
$96 total
includes taxes & fees
Jun 9 - Jun 10
Monument Mountain Motel
Apple Tree Inn
3.0 star property
8.2 out of 10, Very Good, (215)
"The Appletree Inn newly aquired by Claire Collery, is a treasure! Claire, has taken every effort to make the Inn welcoming, elegant and comfortable for each guest who comes through their doors. The pool was clean and delightfully refreshing while looking out on the Berkshire Hills. The room in the lodge, was basic, but extremely clean and quiet. The main Inn had their "soft opening" of the bar last night, and it was just lovely, and a delicious breakfast with top notch Depot coffee awaited us...
The price is $179
$200 total
includes taxes & fees
Jun 10 - Jun 11
Apple Tree Inn
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1010)
"Really clean and great staff"
The price is $104
$116 total
includes taxes & fees
Jun 16 - Jun 17
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (504)
"Very nice place! Great pool and hot tub. A shower at the pool area would’ve been a nice addition to rinse off chlorine. Overall a great value for the money spent. "
The price is $131
$146 total
includes taxes & fees
Jun 17 - Jun 18
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is $249
$278 total
includes taxes & fees
Jun 9 - Jun 10
Chambery Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (32)
"Great and excellent. Breakfast is perfect. "
The price is $182
$209 total
includes taxes & fees
Jun 26 - Jun 27
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (461)
"No amenities but that didn’t matter to us. Just needed a clean and quiet place for the night. I would stay here again"
The price is $75
$84 total
includes taxes & fees
Jun 16 - Jun 17
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (386)
"Great deal!"
The price is $114
$128 total
includes taxes & fees
Jun 9 - Jun 10
The Briarcliff Motel
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
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Wonderful place to stay in western Massachusetts."
The price is $227
$250 total
includes taxes & fees
Jun 10 - Jun 11
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (511)
"Great"
The price is $70
$78 total
includes taxes & fees
Jun 11 - Jun 12
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (326)
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
The price is $105
$121 total
includes taxes & fees
Jun 9 - Jun 10
Locust Tree Bed and Breakfast LLC
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (214)
"This our second stay in this property. Our room was quite large and we had the lovely balcony overlooking the trees. The Constance is accessible to most of Lenox. The two recommendations would be to have some protein at breakfast, ie eggs, cheese instead of the foods that were laden with sugar and carbs. Also, the lobby noise at night was quite loud; We experienced the piano being played at 10:45pm. We had a hard time getting back to sleep."
The price is $98
$109 total
includes taxes & fees
Jun 16 - Jun 17
The Lenox Collection
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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.

Canaan Travel Info

Number of reviews
9,126
Accommodation
928 hotels
Highest price
$249
Lowest price
$70
Reasons to visit
Mount Frissell, Campbell Falls State Park and Haystack Mountain State Park

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 Quality Inn. See all available top hotels, or vacation rentals in Canaan.

What are some of the best vacation home rentals in Canaan?

Spectacular Short Term Vacation Rental in Kent: This vacation home near Canaan is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all 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 4 hotels and other accommodations to choose from. Find out more about Canaan.

What are the top places to visit in Canaan?

A couple of favorite places to visit are Housatonic River and Campbell Falls State Park. 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.

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