Trail Running calendar near Alliston 2025-2026

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.

Tackle single track trails and ski hill climbs at Pick Your Poison Trail Run in Copeland Forest near Barrie Ontario. Choose 12.5k, 25k or 50k loops, enjoy three aid stations per loop and help support local charities.

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.

Race the Seaton Scramble on May 9, 2026 in Pickering along scenic single and double track trails with creek crossings, stairs, hills and viewpoints. Distances from a 1K kids run to a double loop 50K support Lakeridge Health Foundation.

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.

Run Uxbridge offers scenic trail and road 10K, 5K and 1 km kids dash starting and finishing at Elgin Park in Uxbridge, Ontario. Enjoy a community race with age category awards and support for the Uxbridge Hospital Auxiliary.

The Whole Enchilada in Uxbridge invites trail lovers to tackle scenic, technical routes through Durham Forest with steep climbs and thrilling descents. Distances from 1 km fun runs to a challenging 50 km mean something for every runner, wit..

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 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..

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.

Blue Bully Ultra is a three day stage trail race at Blue Mountain Resort, Sept 25 to 27, 2026, with Big Bully and Little Bully options. Take on a vertical opener, a long cross country stage and a timed loop finale with on course support.

Run the Heart Lake stop of the 5 Peaks Ontario Trail Running Series on Saturday October 3, enjoying shaded trails, fall colours and lake views. Choose distances from a kids run to longer challenge and soak up a friendly trail race vibe.

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.