Trail Running calendar near Oakville 2026-2027

The 5 Peaks Albion Hills trail run takes place in the scenic Albion Hills Conservation Park. With distances from 7.5 km to 22.75 km, it offers singletrack trails and family-friendly activities like camping and a pool.

The 13th annual Kitchener Kids with Cancer run supports the Pediatric Oncology Group of Ontario. Choose from a 5k, 10k, or walk on the trails of Kiwanis Park. Registration includes a t-shirt and finisher medal, with post-race food and festi..

Explore the scenic waterfalls and rugged forests of Hamilton at the Albion Ascent Trail Race. Choose from distances between 1 km and 21 km on a route showcasing the beautiful Bruce Trail and King’s Forest.

A 5k trail run through the scenic fields of the Donkey Sanctuary of Canada in Puslinch. A 1k route is also available. This fundraising event takes place on September 27, 2026.

Enjoy the autumn scenery at Heart Lake Conservation Park with trail races ranging from 1 km to 22.5 km in a beautiful forested setting.

Race through a beautiful looped trail course at Christie Lake Conservation Area. With distances ranging from 5 km to a 50 km solo or relay, there is an option for every trail runner.

Experience a forest trail race at Camp Heidelberg with loop based distances ranging from 5 km to 50 km plus a 6 hour solo or relay challenge.

The Lost Valley Trail Race is a point-to-point adventure on Ontario's iconic Bruce Trail. Choose between a 10 km or 25 km journey, both finishing at Dundas Valley Conservation Area. The event includes bus transport, a finisher's medal, and..

The Beav Trail Race at Hilton Falls on October 31 offers 10 km, 25 km and 50 km on fast but technical trails with scenic waterfall views. Bring your own cup or bottle as no cups are provided, and finishers earn a custom medal and apparel.

Join the second annual trail run through Lions Valley in Oakville. Choose a 5 km or 11 km distance to honor veterans and support Wounded Warriors Canada.

Experience a unique winter trail challenge at Marydale Park by running for the duration of the shortest day of the year in solo or relay formats.

Experience a premier winter obstacle run featuring a 5 to 6 km snowy course at Albion Hills. Tackle over 14 challenges like snow crawls and tubing while enjoying themed waves and festive finishers rewards.