Trail Running calendar near The Blue Mountains 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 Caledon Crusher on April 11, 2026 through the scenic, rugged Caledon Hills Bruce Trail with options from 25k to a 72k End to End challenge. Enjoy onsite food, a race shirt and finisher medal while supporting the Bruce Trail.

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.

Run scenic single track in Dufferin County Forest at The Great Mansfield Outdoors on May 30, 2026. Distances range from 5K up to a new 100 km solo or relay, with challenging roots and climbs and a finish at Mansfield Outdoor Centre.

Summit 700 invites trail runners to tackle technical single track and a 700 ft ascent of the Niagara Escarpment at Blue Mountain, with distances from a kids run to a new point to point 50 km ultra. Enjoy BBQ, patio music and awards.

Run the Falling Water Trail Marathon or Half in Eugenia on Aug 8 and 9, 2026 on the rugged Bruce Trail. Limited to 100, this hilly single track race offers a two day option for two medals and benefits the trail club.

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..

Test your climbing legs at the Creemore Vertical Challenge in October, with distances from 14K to 80K over scenic gravel roads and trails. Expect big climbs, helpful aid stations, and a festive small town finish.