Trail Running calendar near Conestogo 2026-2027

50 km team relay in 8 sections from North London to Broken Rail Brewery with proceeds supporting Ronald McDonald House Charities.

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.

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 on the Humber River with multiple distances, camping, a pool and on course aid stations.

Tough Mudder Toronto at Gopher Dunes on September 12, 2026 offers 5K and 15K obstacle courses, finisher medals and apparel, plus a Mudder Village with entertainment and local food.

Family oriented survival style challenge in Mississauga with activities for adults, kids and dogs; on site at Paramount Fine Foods Centre, tickets CAD 40.54 to 107.64.

Spartan obstacle races at Gopher Dunes near Courtland ON on Sep 13, 2026 featuring a 5 km sprint with 20 obstacles and a 10 km super with 25 obstacles.

A no frills, chip timed 5 km on two loops of unpaved park trails at Bechtel Park in Waterloo, free for Run Waterloo members with a $15 entry for others.

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

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

Backyard ultra at Albion Hills with two alternating 6.7 km loops offered as 24 hour solo, 24 hour relay two person, 12 hour and 6 hour formats.

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.

Trail races at Heart Lake Conservation Park on October 3 feature multiple distances from 3 km to 22.5 km on shaded trails with fall colour.

Trail event on October 4, 2026 at Pinehurst Lake with a 12.5K loop and 25K, 50K and 50K relay options. Mostly natural singletrack around forest, lake and meadows with aid stations and a cup free policy.

Looped trail race at Christie Lake on October 10 2026 with distances to 53 km, cup free aid stations and fundraising for Oceana Canada.