Trail Running calendar near Brampton 2026-2027

A 7 km loop trail event in Dundas Valley offering formats from one loop to 100 miles plus timed races and on-course aid at the start finish.

Eight staged days in Waterloo region combining road, trail, cross country and track into a cumulative 80 km multi-discipline event.

A mud and obstacle run at Albion Hills with a 6 km course, finisher medal, live DJ and food trucks. An all day pass lets participants run multiple times and the event is open to ages 12 and up.

24 Hour To Empower in Barrie features 5 km loops each hour for 24 hours to reach 120 km while raising funds for the Women & Children's Shelter of Barrie.

A foam filled 5K with 25 plus obstacles and a festival atmosphere at Dagmar Ski Resort near Uxbridge Toronto, including a free Kids Fun Zone.

Raid the City is a three hour urban adventure run for teams of two in Hamilton. Teams use maps and a smartphone app to score checkpoints across trails, roads, alleys and parks while travelling on foot.

Trail event at Albion Hills Conservation Area in Caledon on September 5, 2026 offering multiple course and youth race options.

Trail races at Albion Hills Conservation Park in Caledon with singletrack routes, distances from 7.5 km to 22.75 km, riverside camping and a nearby pool. Water and aid stations are provided and the event is cup free.

UNFINISHED is a Backyard Ultra at Woodbine Beach Park where runners repeat a 6.71 km loop each hour and decide how far to go. Event options include an elimination format, a 15 hour open challenge, and a single community loop.

A family oriented survival style obstacle challenge at Paramount Fine Foods Centre in Mississauga. The event includes adults, kids and dogs and uses varied terrain with undisclosed obstacles. Tickets range from CAD 40.54 to CAD 107.64.

A two-loop 5 km trail run at Bechtel Park in Waterloo on September 13, 2026, chip timed with reusable chips. Free for Run Waterloo members, standard entry listed as $15 plus fees.

A community run among the vines at Palatine Hills Estate Winery with a timed 5 km race, 1.25 km family routes and a dog walk, followed by food, drink, live music and awards.

5 km run/walk and 10 km run at Kiwanis Park on September 19, 2026 supporting the Pediatric Oncology Group of Ontario.

Trail running on private Woodnewton Farms trails hosted at Slabtown Cider Co. Distances range from a 1 K kids run to a 40 K five loop race with a cup free policy and charity allocations for some entries.

Fundraising walk, hike and run on September 20, 2026 at Riverbluffs Park in Cambridge to support rare's land conservation.

A loop-based endurance event at Albion Hills with solo, relay and team 24 hour options plus 12 hour and 6 hour formats. Runners complete repeated 6.7 km loops with one aid station at the start finish area.

A 5K trail run and walk at Strom's Farm and Bakery in Guelph featuring a cedar spiral, parts of the corn maze, and post event treats for participants.

A chip-timed, transit-friendly trail race in King’s Forest, Hamilton on September 27, 2026, offering distances from kids runs to a 21 km Bruce Trail course, aid stations and a Canadian made toque.

Trail event at the Donkey Sanctuary of Canada in Puslinch with 5 km and 1 km options, fundraising for sanctuary care on September 27, 2026.

Cross country style race at Willibald Farm Distillery & Brewery in Ayr on September 27, 2026 with a 2.5 km loop and 5 km and 10 km options. Proceeds support rare Charitable Research Reserve and the event is sold out.