Trail Running calendar near Oro Station 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.

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 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.

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.

Test your endurance in Midland Ontario where runners complete a 6.706 km loop every hour until only one remains. Experience a relentless trail challenge that continues as long as you can answer the bell.

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.

Test your limits at The Ribbon 200 along Ontario's historic Bruce Trail with distances ranging from 72.5 km to 200 miles. Experience a point to point wilderness challenge featuring technical terrain and full support stations.

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.

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.

Experience an epic mountain run through Blue Mountain Resort featuring a timed 700 foot ascent and diverse trail distances from 1.5 km and 5 km to a 50 km ultra.

Experience a unique 5 km fun run at Wasaga Beach featuring over 25 obstacles and massive amounts of foam. Enjoy a festive atmosphere with music and activities suitable for all ages and fitness levels.

Test your limits on the rugged Bruce Trail with technical courses ranging from 16 to 66 km at the Devil's Glen Country Club. Experience steep climbs and unique landmarks in this sanctioned Ontario trail event.

Experience a 24 hour trail running festival in Ontario featuring team relay and solo categories. Run an 8 km loop every hour while enjoying onsite camping and a vibrant community atmosphere.

Experience a unique 5 km obstacle run featuring mud pits and massive amounts of foam in Uxbridge. This family friendly event offers 25 optional obstacles, a festival zone, and activities for all ages.

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.

Trail event at Slabtown Cider Co. on private Woodnewton Farm trails near Uxbridge. Multiple distances from a kids 1K fun run to a 40K five loop race and fundraising for local trail restoration.

Experience Ontario's only three day stage race at Blue Mountain Resort. Challenge yourself with a vertical climb, an ultra distance classic, and a strategic timed loop race in one weekend.

Conquer steep climbs and rugged trails at Blue Mountain with obstacle races ranging from 5k to 21k. Complete all three distances in one weekend to earn the prestigious Trifecta Medal just two hours from Toronto.