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Trail Running Calendar near Mississauga 2026-2027

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Explore the top trail runs near Mississauga for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Repeated one mile loops at Christie Pits Park with shrinking time limits, free entry and limited space; the format removes slower runners as limits tighten.
May 2027
Trail races at Kelso Conservation Area in the 2024 Ontario series, with distances from 1 km kids races to a 20.6 km Grit course.
June 2027
Trail running at Crawford Lake Conservation Area with distances from a 1 km kids run to a 16.7 km Grit course and integrated Indigenous cultural features.
Community trail race in Streetsville with a fully marked 1 km fun run and a chip timed 5 km along tree covered river trails; proceeds support Camp Wanago.
July 2027
A multisport day at Kelso Conservation Area on July 4, 2027 featuring swimrun races, open water swims and 7.5 km and 15 km trail runs.
Trail races at Area 8 Conservation Area on former quarry terrain, with kids and adult distances, cup free support, and mapped courses along the escarpment.
October 2027
Trail running at Heart Lake Conservation Park with multiple distances on shaded trails by a heart-shaped kettle lake, limited parking, on-course aid, and awards.
Charity run and family walk in Vaughan on October 17, 2027 with 10K, 5K and 2K options, virtual participation, chip timing and fundraising rewards.
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