Trail Running Calendar Ontario 2026-2027

Join the Dion Mighty Chickadee Snowshoe Race at Cold Creek for a scenic 6.5 km through forest and meadow with a few climbs. Limited entries, snowshoe rentals and post run food plus awards make this a fun winter challenge.

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..

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 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.

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..

Take on scenic, hilly single loop trails at Pick Your Poison Trail Race in Copeland Forest with 12.5k, 25k or 50k options, three aid stations per loop and challenging elevation. This nonprofit event benefits local mental health programs and..

Run under the stars at Rugged Raccoon Night Race in Wildwood with 10 km, 25 km and 50 km trail options offering lake views, roots, rocks and climbs. Enjoy La Sportiva shoe demos and support Ontario Nature with camping nearby.

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.

Great Mansfield Outdoors on May 30, 2026 showcases rooty single track through Mansfield Outdoor Centre and Dufferin County Forest, with distances from 5K to the new 100K solo or 100K relay. Expect big climbs, camping and on course aid.

Join Hope in Motion 2026 on June 7 in Caledon East for a community fundraiser supporting CMHA Peel Dufferin with cycling, walking, running and rolling for all abilities. Choose distances from 5 km trails to 100 km rides and help raise funds..

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..

Test your endurance at the Boomerang Trail Run on June 13 at Batawa Ski Hill and complete as many 7km+ loops as you can in 2, 4 or 6 hours. Techy trails, hills and a midway aid station make for a rugged, social challenge with limited spots.

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.