Trail Running calendar near Brampton 2026-2027

Experience a fast and traffic free 5km race along the scenic Hamilton waterfront trail. This event features a flat course at Bayfront Park with chip timing, custom medals, and post race hot food for all participants.

Experience a technical trail run through the scenic Caledon Hills Bruce Trail with choices of 25 km, 50 km, or a full 72 km traverse ending at Mono Centre.

Experience one of the fastest trail races in Canada on the flat and groomed paths of Dundas Valley. Choose from distances between 5 km and 50 km in this scenic community event.

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.

Explore the scenic and technical trails of Kelso Conservation Area with distances ranging from 1 km to 20.6 km. This cup free trail event offers a unique outdoor challenge for runners and hikers of all ambitions.

Explore the scenic Seaton Trail in Pickering with distances from 1 km to 50 km. Enjoy a course featuring creek crossings, stairs, and hills with options for both trail runners and hikers.

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.

Support the local Humane Society at Bechtel Park by participating in a timed 5 km trail race or untimed 2.5 km and 200 m runs with or without your dog.

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.

Circumnavigate the City of Hamilton in this 100 mile challenge through six diverse communities. Choose between a continuous 40 hour ultra or complete the distance in stages throughout the month.

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.

Join the fifth annual Rainbow Trail Run at Earl Rowe Provincial Park featuring scenic lake loops from 6 km to 62 km on a beginner friendly trail course.

The 19th Uxbridge Run for the Diamond offers 5K and 10K trail run/walk events and a Kids Dash. Proceeds benefit the local hospital, and adult participants are entered into a special diamond draw.

Experience an iconic trail race through Ontario s extensive forest networks with distances ranging from 1 km to 50 km. Join a community focused and eco friendly event in the heart of Canada s trail capital.

Experience a unique endurance challenge during the longest day of the year at Marydale Park. Run solo or as a relay team for over 15 hours on a scenic 3.7 km trail loop.

Utopia Backyard Ultra at Tiffin Centre runs June 27 to 28, 2026 with one lap every hour on a 4 miles 880 feet loop. Options include open ended Backyard and fixed 24, 12, and 6 hour formats.

Trail running event at Kelso Conservation on June 27, 2026 offering 2K, 5K, 10K, MAX Elevation and a 20K relay. Courses include aid stations, professional chip timing and a post event village with awards.

A 5 km fun run obstacle course at Victoria Park in Kitchener. Features over 25 obstacles including foam, slides, and mud pits, all optional. The event includes a festival area, fundraising, and a free kids zone.

Experience an authentic point to point adventure along the historic white blazes of the Bruce Trail. Navigate technical terrain and stunning conservation areas in this small community focused trail race.