Trail Running Calendar Ontario 2026-2027

A flat and fast 5km race along Hamilton's waterfront trail and through Bayfront Park. Runners get a technical shirt, a finisher's medal, and post-race hot food. Awards are presented for overall and age-group winners.

The Caledon Crusher is a trail run on the technical paths of the Caledon Hills along the Bruce Trail. It offers three distances, from 25 km to 72 km, with significant elevation gain. All races finish at Mono Community Centre, where a post-r..

This flat and fast rail-trail race offers four distances starting from the Dundas Valley Conservation Area. It's an event held in memory of Paul Turkstra, supporting melanoma awareness. Runners receive a t-shirt and medal on a well-supporte..

Choose your distance from 12.5 km to 50 km in this eco-friendly trail race featuring stunning vistas, forest single-track trails, and challenging ski hill climbs in Ontario.

Southern Footprints features 5K, 10K, and 15K runs through Point Pelee National Park. The looped course mixes road and trail running. The event also includes a walk, a kids' dash, and a mascot race.

A trail running adventure by day and night on the scenic paths around Wildwood Lake. Choose from 10km, 25km, or 50km distances, with night runs requiring a headlamp. Supports Ontario Nature and includes a medal, shirt, and aid stations.

The 5 Peaks series kicks off in Milton at the Kelso Conservation Area. This trail running event offers multiple distances, including a 21 km course. It's the first stop on the Ontario series.

An annual trail race on the Sawmill Ski Trails in Hepworth, supporting a local youth ski team. Choose from distances ranging from 2.5 km to a 6-hour endurance event. It's a capped event with chip timing and part of the OUTRace Trail Series.

Explore quiet country roads at the historic Ecotay farm during this spring run. Choose between a 6K or 10K loop. After the race, enjoy a breakfast sandwich, a medal, and live entertainment.

The Seaton Scramble Trail Race features an out-and-back course on the Seaton Trail, with creek crossings, hills, and stairs. Distance options range from a 1 km kids run to a 50 km ultramarathon, open to runners and hikers. A 9-hour time lim..

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 historic looped trail race in the Dundas Valley, offering distances from 10k to 100 miles. Features a hilly 20k loop, is a cup free event, and a Western States qualifier. Canada's oldest ultra trail race.

Tails on Trails returns for a second year at Bechtel Park. This fundraising event features 5k and 2.5k courses to run or walk, with or without a canine companion. A short 200m pup run is also offered for four-legged participants.

Test your limits on the single track trails of Dufferin County Forest with distances ranging from 5 km to a 100 km ultramarathon available for solo runners and relay teams.

The Trail Terrier Ultra Around Hamilton is a 100-mile event that circumnavigates the city. Runners can choose to tackle the distance in one 40-hour push or spread it over the month of June. Everyone who finishes earns a commemorative belt b..

The 5 Peaks Trail Running Series comes to Crawford Lake in June 2026. This trail run takes place at the Crawford Lake Conservation Area in Milton. Swag is optional and park fees may apply.

The 38th annual trail half marathon and 7k takes place in St. Catharines. The historic half marathon course follows the first Welland Canal and descends the Niagara Escarpment. Participation is capped and the event supports the Niagara Rank..

Join Hope in Motion 2026 in Caledon East for a day of cycling, running, and walking to support mental health services. Choose from distances up to 100 km and help make a direct impact in the Peel Dufferin community.

The Distances The event offers three trail running distances on the Bruce Trail: 200 Miler (322 km): An out-and-back course starting in the Blue Mountains, running through the Dufferin Hi-Land section, and turning around at Glen Haffy in t..

The Boomerang Trail Run is a 7 km looped trail race in the hills of Batawa, Ontario. Choose your challenge by running as many laps as you can in 2, 4, or 6 hours. The event has a relaxed vibe, with a cup-less aid station and manual lap timi..