Search Deals onHaliburton Highlands Vacation Packages
Haliburton Highlands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Touchstone Resort
Price was $686, price is now $599 per person
$599
per person
Nov 26 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Muskoka (YQA)
Book a stay at this beach aparthotel in Muskoka Lakes. Enjoy an outdoor pool, a full-service spa, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Muskoka and Santa's Village are located nearby.
A/c kitchen
Reviewed on Sep 7, 2026
Haliburton Post House
Price was $1,072, price is now $925 per person
$925
per person
Oct 19 - Oct 23
found 2 hours ago
Roundtrip flight included
San Antonio (SAT) 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 $887, price is now $774 per person
$774
per person
Nov 26 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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.
Amazing hotel. We had great weather very nice food. Pool areas and others were clean
Reviewed on Sep 9, 2026
Terrawoods Resort Muskoka
Price was $1,013, price is now $899 per person
$899
per person
Nov 26 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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
The Dudley Inn
Price was $672, price is now $601 per person
$601
per person
Nov 26 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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.
Our son indicates everything about his stay at The Dudley Inn was a great experience
Reviewed on Sep 8, 2026
Tay Motel
Price was $697, price is now $624 per person
$624
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
San Antonio (SAT) 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.
These guys are very welcoming, friendly and where attentive to our needs. It was the perfect stay over after a long drive at about halfway to our destination. Will do that again!
Reviewed on Sep 5, 2026
Jolly Roger Inn & Resort
Price was $732, price is now $657 per person
$657
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
San Antonio (SAT) 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.
Excellent wifi
Reviewed on Sep 8, 2026
Sunnylea Resort
Price was $803, price is now $720 per person
$720
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
San Antonio (SAT) 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.
Haliburton Highlands Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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