Ontario
Trail Running Calendar Ontario 2026-2027
Explore the best trail runs in Ontario for 2026-2027! Our updated list features 115 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
Trail running event in Thunder Bay on September 15, 2026, organized by Thunder Bay Nordic Trails and Fresh Air with proceeds to the Reijo Puiras Legacy Fund.
Guided 7.5 km trail run at Sulphur Springs with New Balance Hierro v9 demos and draw prizes as part of a prep series for The Hustle.
A 7 km trail event in Kincardine on September 19, 2026, with start and finish at Station Beach. Runners and walkers can take part and prizes are awarded to children under 12 and the top three finishers in each age category.
Trail races at Bon Echo Provincial Park with 43 km, 30 km and 10 km options across technical rock and back-country terrain.
An ultrarunning event at Sugarbush Vineyards offering solo 6, 12 and 24 hour options plus a 24 hour relay on a roughly 3 km flat loop through woods and meadow.
Trail running at Slabtown Cider Co. on private Woodnewton Farm trails with multiple distances, local food and cider, and environmental initiatives.
Trail and Ale 2026 is a live and virtual trail run and walk in Sarnia offering 5K 10K and 15K options while fundraising for Rayjon projects.
A cross country event at Fort Henry Hill on September 19, 2026 featuring a 5KXC and a Kids 1KXC with age-category medals and team competition.
Timed-loop trail event at Kelso Conservation Area on September 19, 2026, with options from a 1 hour 2 km loop to 6 hour relays and a children's race.
Trail runs at Heeman's on September 19 with 1K kids, 5K and 10K options and fundraising for the Shine Foundation.
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.
A runnable, mostly flat out-and-back trail event on the Prescott-Russell rail trail with distances from 12 km to 100 km, aid stations every 4–8 km, and solo or relay options.
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 meet at Mooneys Bay Park in Ottawa on September 26 2026 with races across age divisions and a 6 km open and university race.