Trail Running Calendar Ontario 2025-2026

We have found 56 Trailruns in Ontario. Check below where and when you can find the races.

Hit the trails at Cold Creek on Jan 11, 2026 for the Dion Mighty Chickadee Snowshoe Race, a scenic 6.5 km through forest and meadows. Limited spots and snowshoe rentals make this a cozy, competitive winter outing.

Embrace winter trails at Long Point Eco Adventures near Lake Erie, winding through snowy single and double track with rolling climbs and scenic bridges. Choose 5k, 10k or 25k, or join the Doggo Runs and help support the Simcoe District Huma..

February 2026

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..

March 2026

Run the DSpring Fling 5 km along Hamilton's scenic waterfront and Bayfront Park on a flat, traffic free, fan friendly course. Enjoy chip timing, a custom finisher medal and post race food and photos.

April 2026

Tackle the rugged Caledon Crusher on the Bruce Trail with 25k, 50k or epic 72k options featuring technical singletrack and big climbs as you finish at Mono Centre Park in Shelburne. Support the Bruce Trail and refuel at well stocked aid sta..

Challenge yourself on the Foxtail Rail Trail Race in Dundas Valley, offering 5, 10, 25 and 50 km options on a fast, wide rail trail with start and finish at the Trail Centre. Enjoy aid stations, chip timing, race photos and finisher medals..

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.

May 2026

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 in Milton for forest trails with steep climbs and flowing descents. Pick distances from kids races to 20.6 km and enjoy scenic singletrack, aid stations and a lively finish.

Take on rugged trails at the GEI Pure Grit Trail Race in Wiarton, with distances from short trails to ultra events. Proceeds support Georgian Bay Nordic youth cross country racers and the race is part of the Ontario trail series.

Explore the Seaton Scramble Trail Race in Pickering on May 9, 2026 with scenic single and double track, creek crossings, stairs and viewpoints. Distances from a kids 1K to a challenging 50K suit every trail runner.

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 in Dundas Valley, Hamilton on May 23 and 24 offers looped 20K terrain with distances from 10K to 100 miles plus team relays. Rugged trails, big climbs, and crew access make for a classic spring ultra.

Join Tails on Trails on May 30, 2026 at Bechtel Park in Waterloo to support Humane Society of Kitchener Waterloo and Stratford Perth. Choose 2.5 km or 5 km loops, bring your pup or run solo, and help raise funds in a fun family atmosphere.

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.

June 2026

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.

Experience rugged singletrack, sweeping views and big climbs along the Bruce Trail at the Ribbon 200, June 10 to 14, 2026, with 200 mile, 100 mile and 72.5 km E2E options around the Blue Mountains. Fully supported with stocked aid stations..

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.

North Bay Road Race: Run the flat, fast course in North Bay, Ontario on September 12, 2026. Distances from 5k to half marathon plus a kids race make it ideal for families and runners chasing personal bests. Look Out Trail Race: Tackle tech..

Run scenic Northumberland forest trails on Sunday June 14, 2026 while supporting St. John Ambulance. Choose 3 km, 7.5 km, 9 km or a 24.6 km self supported course and grab one of just 100 spots.