Trail Running calendar near Brampton 2026-2027

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.

Experience a technical trail race through Ontario's beautiful Copeland Forest with 12.5 km, 25 km, and 50 km options. Support local mental health initiatives while tackling challenging climbs and unpredictable spring conditions.

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.

Join Cambridge Ontario's longest trail race with distances ranging from 12.5 km to 50 km and a 12 hour endurance challenge. Enjoy a community atmosphere at Shades Mills Conservation Area with solo and relay options.

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.

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.

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.

Experience the beauty of Crawford Lake Conservation Area with trail races ranging from 1 km to 18.4 km. Run through historic grounds featuring reconstructed Indigenous Longhouses in this professional cup free event.

An annual St. Catharines event supporting the Niagara Rankin Cancer Run, featuring a historic half marathon along 12 Mile Creek Trail and a 7 km trail race using the latter part of the course.

A fundraising event by CMHA Peel Dufferin in Caledon East on June 7, 2026, offering 25 to 100 km cycling routes and 5 km/10 km trail options for adults and children, with event items and fundraising for mental health services.

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.

Two trail-and-road runs in Uxbridge : 10 km and 5 km : starting and finishing at Elgin Park. A fundraiser for the new Uxbridge Hospital, with online registration open Feb 1 to June 10, 2026.

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.

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.