Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Tay Motel
Price was $526, price is now $450 per person
$450
per person
Sep 18 - Sep 22
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Stay at this motel in Severn. Enjoy free parking, a garden, and air conditioning. Popular attractions Tay Township Public Library - Waubaushene Branch and Juanita Island are located nearby.
Windermere House
Price was $1,250, price is now $1,108 per person
$1,108
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Book a stay at this beach resort in Muskoka Lakes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lake Rosseau and Windermere Marina are located nearby.
First time and not the last.. it is a beautiful property. The staff made it very enjoyable. The Wednesday evening I went to the restaurant terrace and the staff went out of their way to bring a heat lamp, made a special cocktail and served up a great Reuben and Chocolate dessert.
Reviewed on Jul 30, 2026
Muskoka Waterfront Retreat
Price was $798, price is now $732 per person
$732
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Stay at this cottage in Lake of Bays. Enjoy free WiFi, free parking, and a private beach. Popular attractions Dwight Beach and Marsh's Falls are located nearby.
Algonquin Lakeside Resort
Price was $644, price is now $598 per person
$598
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Book a stay at this beach hotel in Algonquin Highlands. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Beetle Lake Trail and Oxtongue Lake are located nearby.
Rocky Crest Golf Resort
Price was $1,222, price is now $1,135 per person
$1,135
per person
Sep 17 - Sep 20
found 2 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
Book a stay at this beach resort in Seguin. Enjoy 2 outdoor pools, 3 restaurants, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Lake Joseph and Rocky Crest Golf Club are located nearby.
The staff were very helpful and friendly
Reviewed on Jul 31, 2026
Happyland Inn
Price was $547, price is now $513 per person
$513
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Stay at this guesthouse in Severn. Enjoy free WiFi, free parking, and a garden. Popular attractions Casino Rama and Ardtrea Park are located nearby.
Sunnylea Resort
Price was $1,348, price is now $1,278 per person
$1,278
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
Stay at this holiday park in Georgian Bay. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Oak Bay Golf Club and Green Island are located nearby.
Spiders everywhere, woke up with a tick. This place was not like the photos
Reviewed on Jul 26, 2026
Terrawoods Resort Muskoka
Price was $1,075, price is now $1,020 per person
$1,020
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Stay at this cabin in Seguin. Enjoy free WiFi, free parking, and a private beach. Popular attractions Horseshoe Pines Marina and Oak Island are located nearby.
Rhody was very helpful.
Reviewed on Jul 7, 2026
Windermere Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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