Trail Running calendar near Distillery District 2026-2027

Mud Hero Toronto is a 6 km mud obstacle event at Albion Hills on August 22, 2026. The program includes mud obstacles, a finisher medal, live DJ, food trucks, and paid onsite bag check and parking.

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.

Raid the City is a three hour urban navigation race in Hamilton where teams of two collect points at checkpoints across trails, roads, alleys and parks. Teams must run on foot and use a smartphone app to track checkpoint visits.

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.

A family-friendly vineyard event at Palatine Hills Estate Winery offering a timed 5 km race plus untimed 1.25 km family and dog walks, with on-site vendors, prizes, and water stations.

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.

Albion Ascent is a transit friendly chip timed urban trail race in Hamilton offering 21k, 10k, 5k and kids runs. Routes go through King's Forest, the Bruce Trail and past waterfalls, toque included and medals optional.

A charity trail run at The Donkey Sanctuary of Canada in Puslinch on September 27, 2026, offering 5K and 1K routes. Entry fees support the sanctuary and fundraising aims for CA$30,000.00.

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.

Trail event at Long Sault Conservation Area offering a 2K kids run, 7K, 14K, 21K and a six hour looped event. Single aid station at start finish, limited paid parking and no dogs allowed.

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.

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 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.

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.