Ontario
Trail Running Calendar Ontario 2026-2027
Explore the best trail runs in Ontario for 2026-2027! Our updated list features 82 exciting trail runs across the region. Find your next trail run in Ontario below and join the trail community at these great events!
October 2026
Nighttime trail races of 7.21 km and 12 km along the Maitland Trail at Auburn Riverside Retreat on October 23, 2026; a headlamp is required.
Point-to-point trail races of 10 km and 25 km finishing at Dundas Valley Conservation Area, with bus transport to starts, aid stations, and race kit items included.
Point to point trail race on the Maitland Trail in Ontario with 50K and 25K routes, technical single track terrain, mandatory bus transfer, and post race food and swag.
A non-competitive 5 km run in Masaryktown Scarborough with on-site race packs and a republic shaped finish medal.
Nighttime cyclocross-style running at Christie Pits Park with three heats including a 6 km cash race and a 3 km beer lap with prizes.
A timed, in person endurance day on a flat 4 km forest loop with six or twelve hour options, limited to 18 participants and supported on course.
Trail running at Hardwood on October 25 2026 with 1.5 km kids race plus 5 km and 10 km options, a costume contest, awards and a charity collection.
Raid the Hammer is a point to point adventure run in Waterdown featuring trail running and navigation for teams of two or three.
Cross country races at Sunnybrook Park on October 25, 2026 offering 6 km and 8 km distances, open entry with non refundable fees.
Community trail race at Wesley Clover Parks on October 25, 2026 offering 5K and 10K loops with net proceeds donated to the Ottawa Cancer Foundation.
Trail races at Horseshoe Valley Resort on October 31, 2026, from a 1 km family dash to a solo or team eight hour endurance challenge.
Halloween-themed running event in Waterloo featuring a 5K out and back course, a 200 m fun run, a costume contest, and finisher medals for all.
A prediction trail race in Cornwall on October 31, 2026 offering multiple distances, costume and prediction prizes, strict no timing device rules, and post race seasonal treats.
November 2026
Orienteering on a new map at Guidon Park beside the St. Lawrence River in Cornwall, with courses from novice to advanced and a short 15 minute intro clinic.
Trail running at Kamview Chalet in Thunder Bay with on site cash registration, a small fee per person, no official timing and no Kid's Fun Run.
Trail races at Hilton Falls on November 7 2026 offering 10 km, 25 km, and 50 km courses with technical singletrack, aid stations, and finisher medals.
A memorial trail run in Lions Valley on November 7, 2026 with 5 km and 11 km routes, raising funds for Wounded Warriors Canada.
A community road and trail event in Riverside Park featuring a certified 5 km and a 1.1 km fun run with two loops, water stations, and fundraising for The Preston Legion Poppy Fund.
A canicross and running event at Christie Lake Conservation Area on November 7, 2026 raising funds for Hamilton Animal Services.