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Trail Running Calendar Ontario 2026-2027

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Explore the best trail runs in Ontario for 2026-2027! Our updated list features 106 exciting trail runs across the region. Find your next trail run in Ontario below and join the trail community at these great events!

September 2026
A fundraising walk, hike or 5K run on September 20, 2026 at Riverbluffs Park supporting rare Charitable Research Reserve and its land conservation work.
A 5K trail run and hike meeting at the lululemon Fairview Mall store, covering a nearby trail and returning to the store in a two hour in person session.
A three-day stage trail race at Blue Mountain Resort featuring a steep 5 km opener, a 25/50 km cross-country day, and a timed 3-hour loop finale, with daily podiums and overall Big Bully and Little Bully awards.
A remote, 100% trail event in Mattawan on a 12.5 km loop with distances to 50 km, a 50 km relay, on-site camping and community support initiatives.
A colourful powder run on sandy trails at Temiskaming Nordic with distances from 1 km to 15 km. Group warm-up and a shirt are included and timed results require wearing a bib.
Trail races at Springwater Conservation Area with 8 km, 16 km and 24 km options plus an 8 km night race; electronic timing, cupless aid stations, and park admission included.
Trail running on the Prescott-Russell Recreational Trail with solo and relay options across 12 km, 25 km, 50 km, 50 miles and 100 km and staffed aid stations.
A 5K trail run and walk at Strom’s Farm and Bakery in Guelph on September 26, 2026 featuring a cedar spiral, corn maze sections, on-site facilities and fundraising options.
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.
Cross country races for men and women at Mooneys Bay Park in Ottawa on September 26 2026, with age-based divisions and university/open entry rules.
Transit friendly, chip timed trail races in Hamilton from kids distances to a 21 km full ascent through King's Forest and the Bruce Trail on September 27 2026.
A charity trail event at the Donkey Sanctuary of Canada in Puslinch on September 27, 2026 with 5K and 1K options and fundraising for the sanctuary.
A fifth annual cross country style race at Willibald Farm with 2.5 km loops offering 5 km and 10 km options and proceeds supporting rare Charitable Research Reserve.
Niagara Falls cross-country meet on September 27, 2026 featuring an Open 5K and age-group sessions; regular entry CAD 25, late entry CAD 30, fees non refundable.
A charity 2.5 km walk and 5 km run at Graham Family Eco Park supporting Epilepsy Southwestern Ontario with both in-person and virtual participation options.
Point to point trail race in Dundas on September 27, 2026 with two distances, official trail navigation, and guided options for less confident navigators.
Cross country races in Aurora, Ontario on September 27, 2026 offering 4 km, 2 km and 1 km races with online registration and non refundable fees.
Community fundraiser trail races at Kinsmen Park on September 27, 2026 with 1 km, 2 km, 2.7 km and 5 km course options.
A trail running event in Thunder Bay organized by Thunder Bay Nordic Trails and Fresh Air. Cash payment and evening number pickup are available and a free Kids Mini Fun Run follows the main event.
October 2026
Trail running at Heart Lake Conservation Park with distances from 3 km to 22.5 km, maps, aid stations, a cup free policy and onsite facilities.
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