Trail Running calendar near Caledon 2026-2027

We have found 49 Trailruns within 80 kilometers of Caledon. See below where and when you can find the races.

Part of the 5 Peaks Ontario series at Heart Lake Conservation Park, featuring shaded trail routes and distances from 3 km to 22.5 km. The event is cup-free with aid stations, limited parking, and on-site washrooms.

Looped 5.3 km course at Christie Lake on October 10, 2026, offering 5.3 km, 10.6 km, 26.5 km and 53 km solo or relay options. Cupless aid stations provide drinks, snacks and gels from a local nutrition partner.

A mixed gravel road and trail loop in Creemore offering 14K, 27.5K, 55K and 80K/50M options with multiple laps, aid stations, finish items, and photography provided after the race.

Looped trail race at Camp Heidelberg on October 17, 2026 offering distances from 5 km to 50 km plus a 6 hour option and relay. The event is sanctioned, electronically timed, and donates excess funds to Run Walk Roll for WRHNCC.

Point to point trail races finishing at Dundas Valley Conservation Area with 10 km and 25 km options, included transport from finish to start and on-course aid stations.

November 2026

Trail races at Hilton Falls on November 7, 2026 with 10 km, 25 km and 50 km options. Routes mix groomed and technical trails, include aid stations and cup free service.

A trail running event in Oakville on November 7, 2026, offering 5 km and 11 km routes through Lions Valley, held in honour of veterans and first responders with proceeds to Wounded Warriors Canada.

December 2026

A winter trail event at Marydale Park on December 19, 2026 with an approximately 3.7 km loop and timed solstice options including full, half, quarter and relays. Aid station service, gels in race kits, finisher medal and crewneck provided.

February 2027

A winter obstacle race at Albion Hills with a snowy 5-6 km course and 14 obstacles, finish-line hot chocolate and a metal finisher medal. Family discounts apply and a Polar Rush buff is included.

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