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Trail Running Calendar Ontario 2026-2027

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Explore the best trail runs in Ontario for 2026-2027! Our updated list features 106 exciting trail runs across the region. Find your next trail run in Ontario below and join the trail community at these great events!

August 2027
Trail running at Calabogie Peaks on 21 and 22 August 2027 with wooded singletrack, technical sections and lake views.
Survival-style obstacle event at Malden Park in Windsor for kids, adults and K9 with undisclosed obstacles across varied terrain and a finisher medal.
Raid the City is a three hour urban adventure race for teams of two featuring map navigation and checkpoint scoring across the streets and trails of Hamilton.
September 2027
Obstacle mud run at Gopher Dunes on September 12, 2026 offering 15K and 5K courses, finisher medals, shirts, headbands and a spectator village.
Run through the scenic Sugarbush Vineyard in Hillier, Ontario, during this unique timed ultra-marathon event featuring 6, 12, and 24-hour challenges on a flat 3 km loop.
October 2027
Timed loop trail event in Goodrich Loomis Conservation Area with 2 hour, 4 hour and 6 hour options on a 7 km+ loop, aid station and a cup-less policy.
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