Trail Running Calendar Ontario 2026-2027

We have found 64 Trailruns in Ontario. Check below where and when you can find the races.

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..

April 2026

Trail event on the Caledon Hills Bruce Trail offering 25 km, 50 km and 72 km end to end options finishing at Mono Centre Park. Courses follow white blazes with technical singletrack, climbing and seven aid stations; bus transport is provide..

Trail race at Dundas Valley Conservation Area offering 5 km to 50 km out-and-back courses on a near-flat, groomed rail trail with aid stations every 5 to 8 km, chip timing, shirts and finisher medals. Event supports Melanoma Canada.

Pick Your Poison is a not for profit ultra trail in Copeland Forest near Barrie, Ontario. Choose 12.5 km, 25 km or 50 km on a mostly trail course with three aid stations per loop and cupless sustainability measures.

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.

May 2026

Trail races at Wildwood Conservation Area on May 2 2026 offer 10 km 25 km and 50 km options with day and night running. Aid stations, a cup less policy, required lighting and a charity partnership with Ontario Nature.

Trail races at Kelso Conservation Area feature forested routes with climbs and descents. Distances range from 1 km to 20.6 km with a cup free format, aid stations and optional wooden finisher medals.

The Pure Grit Trail Race offers a range of trail distances on the scenic Sawmill Ski Trail course. Scheduled for May 2, 2026, the event supports a local youth cross-country ski team. Choose from 2.5 km up to a 6-hour challenge.

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.

Trail run of 8 km at Goodrich-Loomis Conservation Area as part of the Happy Hour Friday Night Series. The course includes hills, rocks, roots and mossy log bridges; the event is cupless with water at the start and finish.

A two day trail weekend in Dundas Valley featuring 20K loop races from 10K to 100 Mile, four aid stations, team relays and Western States qualifying opportunities.

Tails on Trails is a community fundraising trail run supporting the local Humane Society. Choose from timed 5K or untimed 2.5K events, with options to run with or without your dog, all within Bechtel Park. Fundraising is encouraged, with pr..

The Great Mansfield Outdoors is a trail run on the single-track paths of Mansfield Outdoor Centre and Dufferin County Forest. A new 100 km solo and relay distance debuts in 2026. This cup-free event offers races from 5 km to 100 km, with on..

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.

June 2026

A trail half marathon of 21.1 km and a 7 km trail race through historic parts of St. Catharines including the 12 Mile Creek Trail. Limited fields and a walker division that uses the same route.

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.

A looped trail event at Batawa Ski Hill featuring a roughly 7 km+ loop and 2, 4 or 6 hour options. The course is marked, cup free and includes an aid station with water and Tailwind.

On June 13, 2026 at East Duchesnay Falls near North Bay, Look Out Trail Race offers 7 km, 14 km, a half marathon and a 2 km kids course on rocky singletrack and rolling doubletrack. Aid stations are provided and every finisher receives a me..

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.