Trail Running calendar near Shelburne 2025-2026

Run winter trails at Crawford Lake with distances from 5K to a 21K half marathon, plus a canicross 5K for runners with dogs. Scenic Bruce Trail terrain dips into the canyon near Rattlesnake Point and proceeds benefit youth programs.

Join the Dion Mighty Chickadee Snowshoe Race on January 17 at Cold Creek Conservation Area for a scenic 6.5 km through forest and meadows with a few long climbs. Limited to 60 racers, this series stop wraps up with chili, awards and prize d..

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.

Join the 5 Peaks Trail Running Series at Kelso Conservation Area on May 2, 2026 for trail runs from a fun 1 km kids race to a challenging 21 km grit course. Scenic singletrack and options for all abilities make it a great spring outing.

Join Tails on Trails at Bechtel Park to support the Humane Society of Kitchener Waterloo and Stratford Perth. Choose a 2.5 km loop, a 5 km challenge or a pup run and help raise funds for local pets.

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.

Run the 5 Peaks trail race at scenic Crawford Lake with distances from 1 km kids races to an 18 km challenge. Enjoy forest trails, reconstructed Indigenous longhouses and a welcoming community of spectators and volunteers.

Summit 700 at Blue Mountain on July 11 invites trail runners to test single track trails and a timed 700ft Niagara Escarpment ascent, highlighted by a point to point 50K ultra and relay. Finish with patio BBQ, music and new medal and shirt.

Run the Bruce Trail at Kelso Conservation Area on July 11, 2026 with 10, 25 and 50 km point to point courses for a capped field of 200. Expect varied single track, aid stations and shuttles, plus a donation to the Toronto Bruce Trail Club.

Take on ENDURrun Prelim, a six day, six stage 60 km challenge across Waterloo and Cambridge, featuring trails, track heats and a final half marathon. Spots limited to 75; entries include a technical T shirt and finisher medal, with aid stat..

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..

Take on the ENDURrun Sport 80 KM, an 8 day, 8 stage, 80 km adventure through Waterloo Region’s roads, trails, hills and track. Limited to 75 runners, this multi terrain challenge includes a technical shirt and a finisher medal.

Devil's Key offers 16.66 km, 33.3 km or the epic 66.6 km on the Bruce Trail with steep climbs, bold views and the famous Keyhole. Sanctioned by Athletics Ontario, the race donates $20 per entry to the Blue Mountains Bruce Trail Club.

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.

Join the 13th Kitchener Kids with Cancer on Sept 19 at Kiwanis Park for scenic trail 5 km and 10 km races that benefit pediatric cancer care. Family friendly with a free kids 200 m, medals for finishers, music and food trucks after the race..

Challenge yourself across three days of scenic trail running at Blue Mountain Resort with Big Bully and Little Bully weekend options for longer or shorter distances. Family friendly with a kids race, live music and social events to celebrat..

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.

Run scenic, mostly fast trails at Hilton Falls with 10 km, 25 km and 50 km distances to suit every trail runner. Enjoy a few technical sections, a waterfall pin, on course s'mores, La Sportiva shoe demos and finisher swag.