Trail Running Calendar Ontario 2025-2026

Leftovers Mystery Race at Bayfront Park Hamilton on Dec 6 lets you choose your distance at the start. Playful checkpoints make you cut images with blunt tip scissors and earn a medal. Bring $20 for charity; event is sold out, waitlist open.

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.

Polar Paws 2026 is a winter trail run at Long Point Eco Adventures offering 5k, 10k and 25k distances plus 5k and 10k dog runs. Enjoy heated facilities, free photos and race proceeds that support the Simcoe District Humane Society.

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..

Experience the Kawartha Lakes Winter Festival at Eganridge Resort with snowshoe and trail runs from family 1k to 10k, including the Snowshoe Canada national championship. Finishers get medals, swag and hot lunch while the afternoon brings f..

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.

Run scenic rail trail through Dundas Valley Conservation Area with 5, 10, 25, and 50 km options. Chip timing, finisher medals, and a charity fundraiser for Melanoma Canada make this spring race a community friendly challenge.

Pick Your Poison Trail Race invites runners to tackle 12.5k, 25k or 50k looped trails through Copeland Forest near Barrie, Ontario on April 25, 2026. Expect rugged single track, big climbs and a cupless aid station model for a greener race..

Rugged Raccoon Night Race at Wildwood on May 2 offers 10, 25 and 50 km trail runs under the stars. Expect rocky roots, climbs, lake views and muddy trails plus full aid stations and a finisher medal.

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.

The First Hour : event details The First Hour is the first event in the Happy Hour Friday Night Series. It takes place on May 15, 2026, at Goodrich-Loomis Conservation Area in Castleton, Ontario. The event is organized by Dirty Soles Trail..

Sulphur Springs Trail Race weekend invites trail runners to tackle scenic single track, natural springs and steep climbs on a 20K loop. Distances range from 10K to 100 miles with team relays and WSER qualification on offer.

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.

Challenge yourself on the Boomerang Trail Run, looping a rugged 7+ km course at Batawa Ski Hill with 2, 4 or 6 hour options. Hilly, technical trails, on course aid, race swag and a finisher medal.

Run forest trails at the intimate Northumberland Run Forest Run, supporting St John Ambulance, with distances from 3 km to 24.6 km for all abilities. Limited to 100 entrants, this self supported event offers scenic single and loop routes.

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..