Trail races in Ontario
81 upcoming trail races across Ontario, with the deepest fields in Milton, Hamilton, Petawawa. Next up: Middle Path Trail Race on August 15, 2026.
Updated daily — every listing links to the organizer's official registration page.
81 races listed
Middle Path Trail RaceReg closes soon
Peterborough County, ON · Trail · 2km / 8mi / 26km / 13km
UnLeashed Dog Trail RunReg closes soon
Petawawa, ON · Trail
Roots and Rocks Trail RunReg closes soon
Greater Sudbury, ON · Trail · 3km / 5km / 10km / 21km
Mudskipper Canadian SwimRun Championships - Milton and the Milton Open Water SwimReg closes soon
Milton, ON · Trail · 10km / 20km / 1500m / 3km
Mudskipper Canadian Individual SwimRun Championships and Parry Sound 15K Ultra SwimDate TBA
Parry Sound, ON · Trail · 27km / 13km / 15km / 7km
Friday Fun RunDate TBA
Brantford, ON · Trail · 5km / 1km
South Huron Trail Run
Exeter, ON · Trail · 3km / 8km
Welland Canal Open Water Swim
Welland, ON · Trail · 1km / 2km / 5km / 15km
2026 5 Peaks Trail Running Series: Albion Hills
Caledon, ON · Trail · 3km / 1km
Haliburton Forest Trail Race 2026
Haliburton, ON · Trail · 100mi / 50mi / 26km / 50km
UNFINISHED Series
Toronto, ON · Trail · 6km
Trail and Ale 2026
Sarnia, ON · Trail · 10km / 5km / 15km
Monster of Mazinaw Trail Race 2026
Cloyne, ON · Trail · 10km / 30km / 43km
2026 KINCARDINE 7K TRAIL CHALLENGE #7
Kincardine, ON · Trail · 7km
Monarch Ultra 10km
Peterborough, ON · Trail · 10km / 1km
2026 Trail Party: Walk, Hike, or Run for rare
Cambridge, ON · Trail · 3km / 4km / 5km
The Wolfpack Trail EventDate TBA
Hamilton, ON · Trail · 50km / 10km
Harvest Hustle
Guelph, ON · Trail · 5km
The Howling Ghost Trail Race
Aylmer, ON · Trail · 8km / 16km / 24km
Prescott-Russell Recreational Trail Challenge
Hammond, ON · Trail
BLUE BULLY ULTRA
Blue Mountains, ON · Trail · 80km / 40km / 5km / 50km
PACE FOR THE DONKEYS 5k TRAIL RUN 2026
Wellington County, ON · Trail · 5km / 1km
ELEVATE, Blue Mountain - Trail Elevation ChallengeDate TBA
Grey County, ON · Trail · 5km / 10km / 1km / 2km
Albion Ascent Trail RaceDate TBA
Hamilton, ON · Trail · 5km / 10km / 21km / 1km
Manotick Backyard Ultra
Ottawa, ON · Trail · 1km / 5km
2026 5 Peaks Trail Running Series: Heart Lake
Brampton, ON · Trail · 3km / 1km
The Talon Trail Race
Parkhill, ON · Trail · 26km / 11km / 7km / 3km
Grey Bruce Animal Shelter Dog Jog 2026
Owen Sound, ON · Trail · 1km / 3km
Run The Caves
Warsaw, ON · Trail · 5km / 1km / 10km / 15km
The Hustle at Pinehurst
Ayr, ON · Trail · 12km / 25km / 50km
Run The CavesDate TBA
Peterborough, ON · Trail · 1km / 5km / 10km / 15km
Sticks n' Stones Trail Race 2026
Hamilton, ON · Trail · 5km / 10km / 26km / 53km
Fenelon Falls Turkey Trot Trail Race & Family Fun Run
Kawartha Lakes, ON · Trail · 1km / 5km / 10km
Turkey Gobbler Trail RunDate TBA
Greater Sudbury, ON · Trail · 8km / 1km / 3km
Wise Raven Trail Race
Waterloo, ON · Trail · 5km / 10km / 25km / 50km
Long Sault Trail Race & Ultra
Bowmanville, ON · Trail · 7km / 14km / 21km / 2km
Phoenix Trail Races
London, ON · Trail · 25km / 50km
Tails on Trails
London, ON · Trail · 5km / 1km
Pinery Fall Classic 2026
Grand Bend, ON · Trail · 2km / 4km / 5km / 10km
The Wawa Trifecta
Wawa, ON · Trail · 6km / 1km / 22km