Mississauga
Trail Running Calendar near Mississauga 2026-2027
Explore the top trail runs near Mississauga for 2026-2027! We've gathered 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A 2026 Wednesday Park Series organized by the Toronto Orienteering Club with online registration via Zone4 closing Aug 25 at 23:59 ET.
September 2026
Backyard Ultra at Woodbine Beach Park with 6.71 km loops, an hourly elimination format, a 15-hour endurance option, and a one-Yard community waterfront run.
A survival-style family obstacle challenge in Mississauga for adults, children and dogs at Paramount Fine Foods Centre on September 12, 2026.
Timed-loop endurance trail running at Kelso Conservation Area on September 19 2026 with multiple race formats, aid stations and chip timing.
A 10th anniversary 5 km bootcamp-style obstacle run at Chinguacousy Park with supervised stations, a free Fan Zone for kids and citywide try-it demonstrations.
October 2026
Cross-country prep meet at Sunnybrook Park in Toronto on October 11, 2026, with races from 1 km to 5 km and a Rising Stars Finale for U8 to U12.
Cross-country meet at Sunnybrook Park Toronto on October 25, 2026 with races from 1 km to 8 km and fees that vary by distance and registration date.
November 2026
Participants climb the CN Tower's 1,776 steps on November 14 and 15, 2026 to raise funds for United Way programs serving Peel, Toronto and York Region.