Ontario
Trail Running Calendar Ontario 2026-2027
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!
October 2026
Trail running on October 25, 2026 with 5 km, 10 km and a 1.5 km kids race, costume contest and donations collected for the Sharing Place.
Raid the Hammer is a point to point adventure run in Waterdown featuring trail running and navigation for teams of two or three.
A cross-country meet at Sunnybrook Park in Toronto offering 6 km and 8 km looped races, open to athletes with or without provincial membership.
Community trail races in Ottawa offering 5K and 10K courses at Wesley Clover Parks with net proceeds supporting the Ottawa Cancer Foundation.
A noncompetitive endurance day on a flat 4 km forest loop in The Blue Mountains where participants choose six or twelve hours and cover as much distance as they wish.
Trail races and an 8 hour endurance challenge at Horseshoe Valley Resort on October 31, 2026 with family 1 km, 5 km, 10 km and team relay options.
A Halloween themed community run in Waterloo offering a 5K, a 200 m fun run, stroller registration, and a pre-race costume contest.
November 2026
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 Ontario offering 10 km, 25 km loop and 50 km two loop option with aid stations, apparel and finisher medals.
Annual Lions Valley trail run on November 7, 2026 with 5 km and 11 km routes to honour veterans and support Wounded Warriors Canada.
A remembrance run at Riverside Park offering a certified 5 km race and a 1.1 km fun run with on course water stations and finisher medals.
A canicross and running fundraiser at Christie Lake supporting Hamilton Animal Services adoption efforts with 5 km and 10 km courses plus a fun walk.
Fundraising climb up the CN Tower's 1,776 steps on November 14 and 15, 2026 to support United Way work in Peel, Toronto and York Region.
A multi-distance trail event at Batawa Ski Hill on November 15, 2026 featuring mixed terrain, aid stations, cupless support, medals and a kids 1 km race.
A two day orienteering weekend in the Golden Horseshoe on November 21 22 2026 with Classic, Sprint and Ontario Cup mass start races plus a Saturday social.
A 24 hour community relay at Stratford Education and Recreation Centre where participants run a 2 km loop each hour to raise funds for youth experiencing homelessness, aiming for $35,000.
Trail event at Mansfield Outdoor Centre offering 10 km, 5 km and a 1 km kids race, with hoodies, medals, chili and beer for adult distances. Cup free, on course aid and meals in the cafe, registration closes November 1 2026.
December 2026
Trail race at Marydale Park offering Full, Half, Quarter and relay formats based on the winter solstice, with aid station, finisher medal and charity support.
January 2027
Night snowshoe race through Upper Canada Village's illuminated heritage buildings with 5 km loops and fundraising for the WDMH Family Care Fund.