Trail Running Calendar Ontario 2026-2027

Experience a technical trail run through the scenic Caledon Hills Bruce Trail with choices of 25 km, 50 km, or a full 72 km traverse ending at Mono Centre.

Experience one of the fastest trail races in Canada on the flat and groomed paths of Dundas Valley. Choose from distances between 5 km and 50 km in this scenic community event.

Explore Ontario's Niagara Escarpment through a diverse series of trail races ranging from 1 km to 100 km. Experience unique formats like the Backyard Ultra combined with local craft beer and food.

Experience a technical trail race through Ontario's beautiful Copeland Forest with 12.5 km, 25 km, and 50 km options. Support local mental health initiatives while tackling challenging climbs and unpredictable spring conditions.

Experience the natural beauty of Point Pelee National Park with 5 km, 10 km, and 15 km road and trail courses set at the southernmost point of mainland Canada.

Experience the thrill of trail running by day or night at Wildwood Conservation Area with 10 km, 25 km, and 50 km races featuring fast tracks and muddy turns.

Explore the scenic and technical trails of Kelso Conservation Area with distances ranging from 1 km to 20.6 km. This cup free trail event offers a unique outdoor challenge for runners and hikers of all ambitions.

Join the Pure Grit Trail Race at Sawmill Trails in Hepworth to support youth cross country skiing. Choose from various distances including a 30 km course or a unique 6 hour endurance challenge.

Experience a beautiful rural run at the historic Ecotay farm in Perth featuring loop courses on quiet country roads. Enjoy a post race party with live music and a farm fresh breakfast sandwich.

Explore the scenic Seaton Trail in Pickering with distances from 1 km to 50 km. Enjoy a course featuring creek crossings, stairs, and hills with options for both trail runners and hikers.

Join a community focused 8 km trail run through the scenic Goodrich Loomis Conservation Area. This informal Friday night race kicks off the Happy Hour series with a hilly and technical forest course.

Experience the Toronto Spartan Event Weekend at Brimacombe with 5K and 10K obstacle courses. Featuring trail runs with significant elevation and races for kids, it is a complete outdoor challenge near Lake Ontario.

Experience Ontario oldest ultra trail event in the scenic Dundas Valley. Run through Carolinian forests on a challenging multi loop course with distances ranging from 10 km to a WSER qualifying 100 mile solo race.

Support the local Humane Society at Bechtel Park by participating in a timed 5 km trail race or untimed 2.5 km and 200 m runs with or without your dog.

Test your limits on the single track trails of Dufferin County Forest with distances ranging from 5 km to a 100 km ultramarathon available for solo runners and relay teams.

Test your endurance in Midland Ontario where runners complete a 6.706 km loop every hour until only one remains. Experience a relentless trail challenge that continues as long as you can answer the bell.

Circumnavigate the City of Hamilton in this 100 mile challenge through six diverse communities. Choose between a continuous 40 hour ultra or complete the distance in stages throughout the month.

An annual St. Catharines event supporting the Niagara Rankin Cancer Run, featuring a historic half marathon along 12 Mile Creek Trail and a 7 km trail race using the latter part of the course.

A fundraising event by CMHA Peel Dufferin in Caledon East on June 7, 2026, offering 25 to 100 km cycling routes and 5 km/10 km trail options for adults and children, with event items and fundraising for mental health services.

Test your limits at The Ribbon 200 along Ontario's historic Bruce Trail with distances ranging from 72.5 km to 200 miles. Experience a point to point wilderness challenge featuring technical terrain and full support stations.