Trail Running calendar near Alliston 2026-2027

A weekend 5K at Dagmar Ski Resort on August 29 and 30 2026 featuring over 25 obstacles, 2.5 million cubic feet of foam, a free kids fun zone, live DJ and food and beverage vendors.

A 5 Peaks trail running event at Albion Hills on September 5, 2026 offering multiple adult and kids course options, tiered registration fees and course maps and schedules published online. Fundraising partners are listed.

Trail races at Albion Hills Conservation Park in Caledon feature singletrack courses with winding climbs and multiple distance options. Camping, pool access and post-run activities are available at the park.

UNFINISHED is a Backyard Ultra at Woodbine Beach Park on September 12, 2026 featuring repeated 6.71 km loops. Options include Backyard Ultra solo or teams of three, a 15 hour Endurance window, and a community Sunshine Yard.

An in person family-oriented survival challenge at Paramount Fine Foods Centre in Mississauga, with categories for adults, kids and K9 owners. The organizer describes varied terrain and unrevealed obstacles in a roughly two hour format.

Trail races at Slabtown Cider Co. on private Woodnewton Farm with distances from a kids 1K to a 40K looped course. Part of the entry fees support Jumpstart and Woodnewton trail restoration and the event is cup free.

A three-day trail stage at Blue Mountain Resort combining a short steep opener, 25 km or 50 km cross-country options, and a timed 2.5 km loop finale. Daily awards, medical and SAR support, and per-day participation items are included.

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.

Obstacle-course weekend at Blue Mountain near Toronto with Sprint 5 km, Super 10 km, Beast 21 km and a kids race. Completing Sprint, Super and Beast in one weekend awards a Trifecta medal.

Looped trail and gravel races in Creemore offering 14K, 27.5K, 55K and 80K 50M options, with aid stations, finish items and race photos provided.

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.

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.