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Browse Select East Canaan Resorts

Holiday Inn Club Vacations Oak 'n Spruce Resort

2.0 star property
Holiday Inn Club Vacations Oak 'n Spruce Resort

Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC

2.0 star property
Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
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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Other property types in East Canaan

Peace and quiet on the lake

9.6 out of 10, Exceptional, (210)
"This was a cozy tucked away location that seemed far away from everything which was exactly what we wanted. The host was extremely communicative before and during the stay. The house had fresh linens and towels as well as basic cleaning supplies. It was cozy for a wintery weekend in. We enjoyed snowshoeing on the frozen lake! Pet-friendly was a huge plus! "
Peace and quiet on the lake

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (14)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

10.0 out of 10, Exceptional, (45)
"We had an amazing long ski weekend at the Great Escape Ski Cottage. The listing is very accurate. Great communication with Shay. The house was immaculate upon arrival. The layout of the house was perfect for our family (6 adults and 4 children aged 4-9). One beautiful Master Bedroom on the first floor. Two of the other equally beautiful bedrooms are on the second floor. The linens were hotel quality! The "Kid's Quarters" was located off of the kitchen/laundry room. A playroom with multiple games...
The Great Escape Ski Cottage w/HOT TUB @ 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

What is East Canaan like for a resort vacation?
Longing for a relaxing escape? Indulge in the comforts and luxuries of a resort, where you can find everything you want for your vacation from tasty dining options to activities and shopping. Browse the resorts in the area and discover the one that’s best for you, whether you picture yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.
What's a favorite resort for my stay in East Canaan?
Here’s our top-rated resort near East Canaan: Holiday Inn Club Vacations Oak ‘n Spruce Resort - Ski resort. 18.4 mi (29.6 km) from East Canaan. Features a sauna, a fitness center, and a terrace.
What can I do in East Canaan?
Beckley Furnace Industrial Park and Land of Nod Vineyard and Winery are a few of the interesting sights to visit. Other attractions in the area include Haystack Mountain State Park and Infinity Music Hall and Bistro.
What's the weather like in East 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 East Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around East Canaan?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 28.8 mi (46.3 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 29.5 mi (47.6 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.