
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$185 per night from 28 Sept to 29 Sept
AU$185
28 Sept - 29 Sept
includes taxes & fees
8.8/10 Excellent! (385 reviews)
"Peaceful area and great staff; Thank you for the service and experience"
Reviewed on 25 Aug 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$235 per night from 28 Sept to 29 Sept
AU$235
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (735 reviews)
"The room was fantastic - lots of space and well laid out. Having a kitchen is always very helpful. The property was well kept and clean. I love the rustic vibe. The amenities were awesome - the kids spent all day in the large outdoor pool. We also enjoyed the arcade and mini-golf. The whole area ..."
Reviewed on 22 Sept 2025

The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$346 per night from 29 Sept to 30 Sept
AU$346
29 Sept - 30 Sept
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops."
Reviewed on 16 Sept 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.