Trail Running calendar near Shelburne 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.

Choose your distance from 12.5 km to 50 km in this eco-friendly trail race featuring stunning vistas, forest single-track trails, and challenging ski hill climbs in Ontario.

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.

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.

Join Hope in Motion 2026 in Caledon East for a day of cycling, running, and walking to support mental health services. Choose from distances up to 100 km and help make a direct impact in the Peel Dufferin community.

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.

Join the fifth annual Rainbow Trail Run at Earl Rowe Provincial Park featuring scenic lake loops from 6 km to 62 km on a beginner friendly trail course.

Utopia Backyard Ultra at Tiffin Centre runs June 27 to 28, 2026 with one lap every hour on a 4 miles 880 feet loop. Options include open ended Backyard and fixed 24, 12, and 6 hour formats.

Trail running event at Kelso Conservation on June 27, 2026 offering 2K, 5K, 10K, MAX Elevation and a 20K relay. Courses include aid stations, professional chip timing and a post event village with awards.

Experience a unique 5 km fun run featuring over 25 obstacles and massive amounts of foam. Join the festival at Victoria Park on July 11 2026 for mud pits, waterslides, and a free kids zone for the whole family.

Experience an epic mountain run through Blue Mountain Resort featuring a timed 700 foot ascent and diverse trail distances from 1.5 km and 5 km to a 50 km ultra.

Experience an authentic point to point adventure along the historic white blazes of the Bruce Trail. Navigate technical terrain and stunning conservation areas in this small community focused trail race.

Experience a comprehensive 6 day running challenge covering 60 km across diverse terrains in Ontario. Test your limits with daily stages featuring road, trail, track, and cross country disciplines.

Experience a unique 5 km fun run at Wasaga Beach featuring over 25 obstacles and massive amounts of foam. Enjoy a festive atmosphere with music and activities suitable for all ages and fitness levels.

Experience a technical trail race through Ontario's Beaver Valley featuring waterfalls and steep climbs. Choose between a marathon, half marathon, or the two day Bruce Deuce challenge.

The ENDURrun is the ultimate test of endurance: 160 km across seven stages over eight days in August 2026. The challenge includes a half marathon, cross country, marathon, and time trials. Relay team and individual stage guest options are a..

Test your limits on the rugged Bruce Trail with technical courses ranging from 16 to 66 km at the Devil's Glen Country Club. Experience steep climbs and unique landmarks in this sanctioned Ontario trail event.

Experience a 24 hour trail running festival in Ontario featuring team relay and solo categories. Run an 8 km loop every hour while enjoying onsite camping and a vibrant community atmosphere.