Windermere Vacations from $714
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Your Windermere Vacation
Enjoy unforgettable adventures when you book a Windermere vacation package. Whether you're a foodie, art enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this interesting city. If a sightseeing tour is on the to-do list during your trip to Windermere, swing by big attractions like Lake Joseph Golf Club, Diamond In The Ruff Golf Course and The Port Carling Wall. Expedia is here to help you escape the everyday. Tailor your vacation to Windermere to suit your travel style, whatever that may be.
The Latest Windermere vacation packages
Price found within the past 48 hours. Click for updated prices.
Touchstone Resort
Price was $1,193, price is now $1,119 per person
$1,119
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Muskoka (YQA)
8.6/10 Excellent! (469 reviews)
This was our second stay because we really enjoyed the first time. I will give my feedback based on both times because this time was a bit underwhelming. Although there were 4 of us only two towels were provided and no bed sheets for the sofa bed, we had to request them and we waited like 2 hours to get them.
The thing though that ruined our experience this time was however was staying above us. They were extremely loud, and we could hear every step, every time they flushed the toilet, each time they used the faucet. It was super disturbing, especially during the night. Our baby kept waking up because of that which sucked..
other than that, the place is well maintained and has lots of parking.
Reviewed on Nov 11, 2026
Stay near popular Windermere attractions
Windermere Hotel Deals
Windermere House
2508 Windermere Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $182 total per night from Nov 12 to Nov 13
$182 total
Nov 12 - Nov 13
Total with taxes and fees
9.4/10 Exceptional! (1,009 reviews)
"Wonderful helpful staff clean room comfortable bed. Our room was large and bright albeit drab no art and all grey. We loved the hot tub and sauna. We have stayed at the JW Marriot down the street and Windermere House was 1/3 the price and Windermere is a MUCH BETTER HOTEL!!!"
Reviewed on Nov 10, 2026
Muskoka Tiny Home
Windermere ON
9.8/10 Exceptional! (19 reviews)
"We had a wonderful stay! The place was lovely and peaceful. Fall is especially beautiful in this area, and we really enjoyed the atmosphere, local shops, and events. We’d happily come back again!"
Reviewed on Oct 18, 2026
Charming Muskoka Wilderness Cottage
Windermere ON
9.2/10 Wonderful! (19 reviews)
"Very peaceful property. Easy to locate. Very affordable and clean. Great for couples or small families."
Reviewed on Oct 17, 2026
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.
Find the Best Windermere Vacation Packages
Windermere Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Hardy Lake Provincial Park, Muskoka Lakes Winery and Aspen Valley Wildlife Sanctuary |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
