Trail Running calendar near Flamborough 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 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.

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.

Experience Ontario oldest ultra trail event in the scenic Dundas Valley. Run through Carolinian forests on a challenging multi loop course with distances ranging from 10 km to a WSER qualifying 100 mile solo 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.

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.

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.

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.

Experience a unique 5 km fun run featuring over 25 obstacles and massive amounts of foam. Join the festival at Victoria Park on July 11 2026 for mud pits, waterslides, and a free kids zone for the whole family.

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.

Experience a comprehensive 6 day running challenge covering 60 km across diverse terrains in Ontario. Test your limits with daily stages featuring road, trail, track, and cross country disciplines.

Experience a diverse trail event in Hamilton featuring loop-based distances from 7 km to 100 miles and unique timed elimination challenges.

The ENDURrun is the ultimate test of endurance: 160 km across seven stages over eight days in August 2026. The challenge includes a half marathon, cross country, marathon, and time trials. Relay team and individual stage guest options are a..

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.

Test your grit at Gopher Dunes with 5 km or 15 km obstacle courses set in rugged Ontario terrain. Enjoy a vibrant festival atmosphere and earn your iconic orange headband alongside your teammates.

Experience a brand new Spartan venue at Gopher Dunes near London Ontario. Challenge yourself with 5K and 10K obstacle courses set across rugged farmland and forest trails.

Join a community tradition at Kiwanis Park for the 13th anniversary of this charity run featuring 5 KM and 10 KM trail routes and a special kids dash.

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.