Trail Running calendar near Collingwood 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.

Join the Pure Grit Trail Race at Sawmill Trails in Hepworth to support youth cross country skiing. Choose from various distances including a 30 km course or a unique 6 hour endurance challenge.

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.

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.

Experience a technical trail race through Ontario's Beaver Valley featuring waterfalls and steep climbs. Choose between a marathon, half marathon, or the two day Bruce Deuce challenge.

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.

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.

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.

Event Overview The Creemore Vertical Challenge takes place on October 17, 2026. It is a trail and ultrarunning event offering four different race distances: 14 km, 27.5 km, 55 km, and 80 km (50 Miler). The course is a combination of trails..

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.