WIN Marathon
Listed in our event index as 2026 Muskoka Marathon.
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Listed in our event index as 2026 Muskoka Marathon.
Listed in our event index as Hell of the North.
Listed in our event index as The Whole Enchilada.
Running: Locals run Oshawa by linking parks, creek paths, and old race loops. Harmony Creek Path is the easy call, and Harmony Creek Path runs 4K from riverside south to the top of trail. Alexandra Park gives you a simple perimeter when you want steady Z2 without overthinking it. The Waterfront Trail covers 89 km with 11 m of gain. The Waterfront Trail east section runs 97 km with 52 m of gain. The Waterfront Trail west section runs 95 km with 28 m of gain. Seaton Scramble Trail Race is the nearby anchor when you want singletrack, creek crossings, hills, and stairs.
Cycling: Locals ride out of Oshawa on gravel, dirt roads, rail trails, and paved bits near Lake Ontario. Oshawa Cycling Club gives the week structure, with Monday Morning Ride from Courtice Community Center typically running 60 km and Tuesday Evening Ride from Courtice Community Centre ranging from 35/40 km to 60 km. There's an 8 km loop on Osborne Road and Energy Drive. Waterfront Trail, Ritson Rumbler, Harmony Rd N, Stevenson Rd N, and Garrard Gravel and Old Railway Crossing keep base miles honest. Hell of the North sits 23 km away and brings dirt roads, rail trails, and punchy climbs.
Season: Spring gives cyclists the cleanest launch, with Oshawa Cycling Club rides starting in April and gravel rides starting in May. Summer gives Oshawa warm days, Lake Ontario miles, and enough events nearby to keep a calendar full. Fall keeps the running and riding sharp through September and October, especially if you like trail racing and mixed-surface work. Winter turns colder, but Oshawa stays pretty workable by Canadian standards because the city gets one of the lowest yearly snowfall totals in Ontario. Locals shift toward shorter loops, steadier Z2, and whatever path is dry enough to stay fun.