Caledon
Trail Running Calendar near Caledon 2026-2027
Explore the top trail runs near Caledon for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
A festive 5k canicross and trail run or walk plus a 1k Elf Run at Kortright Centre, with prizes, post-race treats and fundraising for the Daily Bread Food Bank.
January 2027
A 6.5 km snowshoe race at Cold Creek Conservation Area on January 16, 2026 featuring mixed single-track and wide trails, limited snowshoe rentals, and a 60-participant cap.
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
A multi-distance trail event at Glen Haffy using Bruce Trail sections, with aid stations, pacer options and finish awards including buckles for 100 and 200 miles.
September 2027
October 2027
Trail event at Heart Lake Conservation Park on October 2, 2027 offering Grit, Enduro, Sport and a Kids 3K, with water stations and limited parking.
A multi-distance run at Boyd Conservation Park on October 17, 2027, with in-person and virtual options; proceeds support SickKids and a post-secondary scholarship.