Search Deals onPleasant Point Vacation Packages
Pleasant Point Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Jolly Roger Inn & Resort
Price was $486, price is now $447 per person
$447
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Book a stay at this golf resort in Seguin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Seguin Valley Golf Club and Slocum Island are located nearby.
Property is old, rooms require massive renovation.
Reviewed on Sep 7, 2026
Haliburton Post House
Price was $831, price is now $694 per person
$694
per person
Oct 21 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Book a stay at this beach resort in Minden Hills. Enjoy free WiFi, free parking, and a private beach. Popular attractions Canning Lake and Snowdon Park are located nearby.
Windermere House
Price was $889, price is now $778 per person
$778
per person
Oct 21 - Oct 24
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 Windermere Marina and Windermere Golf & Country Club are located nearby.
Great view of the lake. Issues oh f water pressure and water supply. Staff advised working on repairs
Reviewed on Sep 7, 2026
The Dudley Inn
Price was $636, price is now $565 per person
$565
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Stay at this motel in Muskoka Lakes. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the clean rooms in our reviews. Popular attractions Bush's Watersports Park and Muskoka Lakes Winery are located nearby.
Enjoyed our stay. Super Clean. Would return!
Reviewed on Sep 5, 2026
Algonquin Lakeside Resort
Price was $760, price is now $687 per person
$687
per person
Oct 19 - Oct 23
found 7 hours ago
Roundtrip flight included
San Antonio (SAT) to Muskoka (YQA)
Book a stay at this beach hotel in Algonquin Highlands. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Beetle Lake Trail and Oxtongue Lake are located nearby.
Sunnylea Resort
Price was $546, price is now $502 per person
$502
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
Stay at this holiday park in Georgian Bay. Enjoy free parking, an outdoor pool, and a picnic area. Popular attractions Oak Bay Golf Club and Green Island are located nearby.
Everything as described. Smooth check in check out.
Reviewed on Sep 7, 2026
Terrawoods Resort Muskoka
Price was $897, price is now $826 per person
$826
per person
Oct 21 - Oct 24
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
Muskoka Waterfront Retreat
Price was $561, price is now $518 per person
$518
per person
Oct 21 - Oct 24
found 22 hours 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.
Was amazing place and worth every penny 🙏
Reviewed on Sep 7, 2026
Pleasant Point Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Oct 4 - Mon, Oct 19
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$218 Roundtrip, just found
$218
Roundtrip
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Sun, Oct 4 - Mon, Oct 19
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$233 Roundtrip, just found
$233
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Wed, Oct 14 - Tue, Oct 20
LAX
Los Angeles Intl.
YYZ
Pearson Intl.
$420 Roundtrip, just found
$420
Roundtrip
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Sun, Sep 13 - Tue, Sep 15
LAX
Los Angeles Intl.
YTZ
Billy Bishop Toronto City
$960 Roundtrip, found 2 days ago
$960
Roundtrip
found 2 days ago
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