Trail Running calendar near Collingwood 2025-2026

Celebrate trails, hoodies, chili and beer at Chill Session 2025 at Mansfield Outdoor Centre. Choose a scenic 10K or 5K single track run or bring the kids for a free 1K, then relax with food, s'mores and a cold brew.

Join a half day trail running workshop at Devil's Glen and Nottawasaga Bluffs with an easy 5k social run, coach led tips on winter gear and training, and a take home plan. Enjoy a hearty lunch and support local conservation.

Run the rugged Caledon Hills on the Caledon Crusher, a technical Bruce Trail race with sustained climbs and singletrack. Choose 25k, 50k or the epic 72k for scenic, challenging trail running.

Take on Pick Your Poison, an annual April trail ultra around Horseshoe Heights near Barrie. Choose 12.5k, 25k or 50k loops, enjoy aid stations and boxed meals, and support mental health awareness.

Experience rugged single track trails at Great Mansfield Outdoors on May 30 2026 with looped 25 km courses for distances from 5 km to epic 100 km. Scenic forest terrain, full aid stations and camping make it a perfect trail running getaway.

Summit 700 Trail Runs in The Blue Mountains invites trail lovers to tackle single track trails with rock hops, creek crossings and a timed 700 ft Niagara Escarpment ascent. Distances span kids 1.5K to a 50K ultra with a relay option.

Take on the Falling Water Trail Marathon or Half in Eugenia, Ontario at Beaver Valley Ski Club, on the rugged Bruce Trail with steep climbs, waterfalls and rocky single track. Limited to 100 runners per distance; bring your own cup or bottl..

Tackle rugged Bruce Trail terrain at Devil's Glen on scenic courses from 16 to 66 km, featuring steep climbs, a keyhole crawl and riverside sections. Entries support the Blue Mountains Bruce Trail Club and include a race kit and finisher me..

Run winding singletrack along the Humber River at Albion Hills Conservation Park, with options for beginners to experienced trail runners and family friendly kids races. Enjoy on site camping and a pool for a fun post race unwind.

The Blue Bully Ultra will take place in Collingwood from Friday 25 September 2026 to Sunday 27 September 2026. You can run between 5 and 50 kilometers.

Creemore Vertical Challenge on October 17, 2026 offers 14K, 27.5K, 55K and 80K 50 mile looped courses with hefty vertical gain per lap. Enjoy scenic gravel roads and trails, stocked aid stations, race swag and free event photos.