Trail Running calendar near Dundas 2026-2027

Open water swims, an individual and relay swimrun, and 5K and 10K trail runs along the Welland Recreational Canal on August 2, 2026.

Relay race in Toronto where pre-formed mixed gender teams of four run as many laps as possible in 45 minutes; top five teams advance to a final decided by fastest laps.

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.

Backyard Ultra at Woodbine Beach Park with 6.71 km loops, an hourly elimination format, a 15-hour endurance option, and a one-Yard community waterfront run.

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.

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.

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

A 5K trail run on Bella Rose Vineyard grounds in Lewiston with a stemless wine glass and complimentary wine tasting for participants 21 or older. The event features professional timing, finish line photos, music, and on site parking.

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.