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Trail Running Calendar near Woodbridge 2026-2027

Explore the top trail runs near Woodbridge 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
Climb the CN Tower's 1,776 steps on November 14 and 15, 2026 to raise funds for United Way work across Peel, Toronto and York Region.
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.
January 2027
A 6.5 km snowshoe race at Cold Creek Conservation Area in Nobleton with limited entries, snowshoe rentals, post-race chili and an awards presentation.
February 2027
A winter obstacle race at Albion Hills with a snowy 5-6 km course and 14 obstacles, finish-line hot chocolate and a metal finisher medal. Family discounts apply and a Polar Rush buff is included.
June 2027
Trail event on the Bruce Trail around Glen Haffy with multiple distances, technical singletrack, frequent aid stations, and set time limits.
September 2027
Trail races at Albion Hills Conservation Park with singletrack courses and distances of 7.5 km, 15 km and 22.75 km plus on-site pool and camping.
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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