
East Canaan Holidays
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Your East Canaan Holiday
With every last detail organised before you take off, our East Canaan holiday packages mean you can focus more on letting the good times roll. Whether you're staying in the neighbourhood of Winchester, which is good for nature, or someplace else, this fun city promises a world of discoveries. Every trip to East Canaan needs a well-crafted itinerary. Fill yours with leading attractions like Land of Nod Vineyard and Winery, Haystack Mountain State Park and Campbell Falls State Park. Whatever your travel plans or budget, organising a tailored East Canaan holiday is a piece of cake with Expedia.
East Canaan Holiday
East Canaan Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Mohawk Mountain Ski Area, Mohawk Mountain State Forest and Mount Frissell |
Our pick of the best East Canaan Hotel Deals

Locust Tree Bed and Breakfast LLC
131 East Canaan Road, PO Box 664, East Canaan, CT
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 19 Oct to 20 Oct
AU$186
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (387 reviews)
"Clean, scenic, flexible about checking in late, friendly host with a great breakfast."
Reviewed on 3 Oct 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 2 Nov to 3 Nov
AU$221
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (754 reviews)
"Quiet until children above moved in on Friday...constant running around"
Reviewed on 12 Oct 2025

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 2 Nov to 3 Nov
AU$145
2 Nov - 3 Nov
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"It was very nice, clean and perfect location! Walked to all. My only issue was the ac did not work but I opened the windows so all was good. I would stay here again without a doubt. I recommend it as well."
Reviewed on 12 Oct 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.