Trail Running calendar near Brampton 2026-2027

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.

Join the fourth race of the 5 Peaks Ontario West Series at the Area 8 Conservation Area. Experience trail running in Milton while supporting local charitable foundations.

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..

Raid the City 2026 is a team event organized by DontGetLost Adventure Running with online registration via Zone4. Fees are $150 for adult teams and $50 for junior or family teams and deadlines apply.

A two day obstacle course event in Uxbridge with an approximate 5K route, 25 plus optional obstacles including a large inflatable waterslide and mud pits, plus festival amenities and a free kids zone for young children.

Join the third race of the 5 Peaks Ontario Series at the Albion Hills Conservation Area in Caledon. Support great causes while running through beautiful Ontario trails on September 5 2026.

Trail running at Albion Hills Conservation Park with singletrack trails along the Humber River. Three distance options with maps, aid stations and on site awards; swag and finisher medals available for purchase.

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.

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.

Transit-friendly, chip-timed trail race in Hamilton offering 1 km, 5 km, 10 km and 21 km on paved paths, dirt trails and technical singletrack through forests, waterfalls and the Bruce Trail.

A 5k trail run through the scenic fields of the Donkey Sanctuary of Canada in Puslinch. A 1k route is also available. This fundraising event takes place on September 27, 2026.

Part of the 5 Peaks Ontario series at Heart Lake Conservation Park, offering distances from 3 km to 22.5 km on shaded trail routes with course maps and aid stations, and a cup free policy.

Race through a beautiful looped trail course at Christie Lake Conservation Area. With distances ranging from 5 km to a 50 km solo or relay, there is an option for every trail runner.

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 forest trail race at Camp Heidelberg with loop based distances ranging from 5 km to 50 km plus a 6 hour solo or relay challenge.

Experience a point to point adventure along the historic Bruce Trail from Burlington to Dundas. This sanctioned trail race offers technical terrain and scenic escarpment views with shuttle transport provided for all runners.

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.

Join the second annual trail run through Lions Valley in Oakville. Choose a 5 km or 11 km distance to honor veterans and support Wounded Warriors Canada.