Ontario
Trail Running Calendar Ontario 2026-2027
Explore the best trail runs in Ontario for 2026-2027! Our updated list features 80 exciting trail runs across the region. Find your next trail run in Ontario below and join the trail community at these great events!
November 2026
Trail run at Kamview Chalet in Thunder Bay with on site cash registration, a $10 per person fee and no official timing.
A two hour charity loop at Coronation Park on November 11 where a $10 minimum donation and each lap support Ubuntu Community Network and 50 prize giveaways.
Climb the CN Tower's 1,776 steps on November 14 and 15, 2026 to raise funds for United Way work across Peel, Toronto and York Region.
Two orienteering races on 14 November 2026 at Breithaupt Park and Bechtel Woods with separate O-CUP points and limited race-day entries.
Trail running at Batawa Ski Hill on November 15, 2026 with multiple distances from a 1 km kids race to a 50 km course, aid stations and handmade medals.
Provincial cross country championships at Malden Park in Windsor on November 15, 2026, featuring U8 to Masters races with individual and team scoring.
Repeated one mile loops at Christie Pits Park with shrinking time limits, free entry and limited space; the format removes slower runners as limits tighten.
Two days of orienteering in the Waterdown area on November 21 and 22, 2026 with a Classic at Mount Nemo, a Sprint at Joe Sams Park and an Ontario Cup at Rockcliffe Trails.
24 hour community relay in Stratford where participants run a 2 km loop each hour to raise funds for Shelterlink Youth Services with a CA$35,000 goal.
Trail event at Mansfield Outdoor Centre on November 28, 2026 featuring 10K, 5K and a kids 1K with hoodies, chili, beer and raffles for local food banks.
December 2026
A timed winter solstice trail event at Marydale Park on December 19, 2026 with Full, Half, Quarter and relay options, aid station service, and finisher gear.
January 2027
Night snowshoe races through Upper Canada Village lights with 5 km and 10 km options, headlamps required, limited rentals and a 180 participant cap.
Winter trail races at Long Point Eco Adventures with 5K, 10K and 25K looped courses plus canicross options near Turkey Point on Lake Erie.
A 6.5 km snowshoe race at Cold Creek Conservation Area in Nobleton with limited entries, snowshoe rentals, post-race chili and an awards presentation.
A 6.5K single-loop snowshoe race at Goodrich Loomis Conservation Area near Brighton ON with a pine-grove course, post-race chili, touque and prize draws.
Weekend winter festival at Eganridge Resort with snowshoe and trail runs of 1 km, 5 km and 10 km, a torchlight 4k walk, family activities and championship awards.
Trail races of 5k, 10k and a 21.1 km half marathon in Fergus and Elora on January 30 2027, fundraising for Servant's Heart Ministry.
Classic technique cross country loppet on hilly trails in Brudenell Ontario with multiple distances, team and costume prizes, and online registration limited to 100 skiers.
February 2027
Snowshoe and trail race in Summerstown Forest with 8.5 km and 4.4 km options, limited entries, rental snowshoes and series points for the 8.5 km race.