Trail Running calendar near Caledon 2026-2027

Trail running at Dundas Valley Conservation Area with a 7 km loop, timed 6 12 24 hour races, a 100 mile option, a 21 km race and the Gong Show elimination event. The course is wooded with rolling hills and about 130 m gain per lap.

Trail racing on the Beaver Valley section of the Bruce Trail featuring a full marathon, half marathon and The Bruce Deuce. Rocky, hilly courses with spaced aid stations and an 11 hour marathon cutoff.

The ENDURrun Sport is an eight-day, 80 km stage race across Waterloo Region. It features eight unique stages, from a 10k road race to a trail run and a track event. Runners test themselves across varied terrain over a full week of competiti..

Conquer the Bruce Trail's toughest climbs at The Devil's Key. Choose from three brutally scenic distances where you'll crawl through a keyhole and earn your skeleton key. Aid stations reward your effort, with part of your fee supporting the..

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.

Join the 13th annual Kitchener Kids with Cancer for a charity run or walk supporting pediatric oncology. Choose from a 5km or 10km course on the trails of Kiwanis Park. A family friendly event combining fitness with fundraising for a great..

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.

A three-day stage race at Blue Mountain Resort, featuring a different format each day: vertical climb, distance grind, and a timed loop finale. Enjoy daily awards, social events with meals and music, and full safety support. Ontario's only..

An urban trail race exploring Hamilton's forests, creeks, and iconic waterfalls. Choose from four distances, from a gentle 5k to a rugged 21k on the Bruce Trail. The event is transit-friendly, features a unique toque for runners, and emphas..

The fifth race in the 5 Peaks Ontario Trail Running Series takes place at Heart Lake Conservation Park. Runners can choose from four distances on shaded trails famous for autumn colours. The event offers free parking and follows a cup free..

Trail races on October 10, 2026 at Christie Lake featuring a 5.3 km loop with distances from 5 km to 53 km solo and relay teams. Two aid stations per loop, cupless policy, and proceeds support Oceana Canada.

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..

Trail race at Camp Heidelberg in Waterloo on October 17, 2026 using repeated 2.5 km loops. Distances range from 5 km to 50 km with 6 hour options, aid station, electronic timing and finisher medals.

A point-to-point adventure along the legendary Bruce Trail from Burlington to Dundas. Choose between a technical 25 km route or a mixed 10 km course, both featuring a net downhill profile. The festive finish takes place at the Dundas Valley..

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.

A unique trail race timed to the winter solstice. Choose your challenge: 8h58, 4h29, 2h15, or as a relay on a 3.7 km loop. A finisher's medal, sweatshirt, and warm vibe await.