Ontario
Trail Running Calendar Ontario 2026-2027
Explore the best trail runs in Ontario for 2026-2027! Our updated list features 90 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
Trail running event in Thunder Bay with on-site cash registration, a $10 per person fee and a free Kids Mini Fun Run held afterward.
Looped trail race at Christie Lake with 5.3 km laps, multiple distances, cup-less aid stations, and proceeds supporting Oceana Canada.
Inclusive family run and walk in Fenelon Falls with 1k 5k and 10k options, held on the Saturday of Thanksgiving weekend to raise funds for Women’s Resources.
A run at Ferguson Forest Centre on October 10, 2026 offering a 2 km fun run and 5 km competitive and leisure options; registration open with non-refundable fees.
Sunnybrook Park cross country prep meet in Toronto on October 11, offering 3 km and 5 km for ages 14 and up plus a Rising Stars finale for U8 to U12.
Trail event at Walden Cross Country on October 11 2026 with 8 km and 3.5 km trail options and a 1 km kids fun run; proceeds support the Walden Nordic Race Team.
Thanksgiving Monday community run on October 12, 2026, with 1K, 2.5K and 5K options, a Golden Drumstick prize and finisher medals.
Turkey Trot at Springbank Park on October 12, 2026 offers 6.5 km, 2 km and a Kiddy Trot, with donations collected for the London Food Bank.
Obstacle course weekend at Blue Mountain Ski Resort on Oct 17 to 18, 2026 with Sprint 5 km, Super 10 km, Beast 21 km and kids races; complete all three to earn the Trifecta Medal.
Trail races at Fanshawe Conservation Area offering 25k single loop and 50k two loop options around the reservoir with on course support and a finisher medal.
Trail races at Long Sault Conservation Area include 2K, 7K, 14K, 21K and a 6 hour loop event on two 7 km trail loops.
Looped trail and gravel races on October 17, 2026, from 14K to 80K 50 Miler with aid stations and race swag.
Trail race at Camp Heidelberg with repeated 2.5 km loops, multiple distance options, electronic timing and proceeds benefiting Run Walk Roll for WRHNCC.
An October trail event offering 5 km and 10 km races plus a 1 km kids race and a 1 km Survivor walk supporting the Brain Injury Association of Niagara.
Two day trail race weekend in Wawa, Ontario offering a 6 km trail, a 1.5 km hill climb and a 22 km trail with single and combo entries.
Championship orienteering in Kingston on October 17 to 18, 2026 with mapped middle, night, and long races plus recreational and age-class courses.
Charity trail event in Vaughan on October 18, 2026 featuring 10K, 5K and 2K distances supporting SickKids and student scholarships.
Community races on Waterford trails with 2 km, 6.5 km and 13 km options plus a Halloween costume contest and prize draws.
A charitable run and walk at Pinery Provincial Park on October 18 2026 offering multiple distances, chip timing, wheelchair divisions, and fundraising for The Friends of Pinery Park.
A 5K obstacle course through Mastronardi Estate Winery in Kingsville ON on October 18, 2026, with wine served at each kilometre and professional timing by W.R.A.C.E.