Trail Running Calendar Ontario 2026-2027

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..

A flat chip timed 5 km on Hamiltons waterfront at Bayfront Park on March 28 2026, with a finisher medal, post race food and online photos. Early registrants receive a hooded sweat top and awards are given overall and by five year age groups..

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..

Southern Footprints at Point Pelee offers 5K, 10K and 15K looped races plus a Kids 1K dash and Mascot race on April 26, 2026. The mixed road and trail course runs through the national park and includes park entry with registration.

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.

Trail race on the Seaton Trail near Pickering with distances from a 1K kids run to a 50K double loop. The out and back course is well marked and includes single and double track, a creek crossing, stairs and a nine hour cutoff.

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.

A 100-mile route around the City of Hamilton starting in Carlisle on May 30, 2026. Finish within 40 hours for a Gold buckle or complete the distance during June to receive a Pewter buckle.

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..

Multi-distance trail event on the Bruce Trail including a 200-mile out-and-back, a point-to-point 100-mile, and a 72.5 km E2E. Significant elevation, technical singletrack, staffed aid stations and pacer options.

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.

Trail race at East Duchesnay Falls on June 13, 2026, offering 7 km, 14 km, half marathon and a 2 km Kid's Race on a rocky looped course with aid stations and bag drop. Cup-free event with medals for finishers.

Trail event on June 13, 2026 at Earl Rowe Provincial Park in Alliston offering looped distances from 6K up to 62K plus a 12K virtual option. Mostly wide trail with varied surfaces, aid stations, cup free service and a finisher medal.