Trail Running calendar near Bolton 2025-2026

Falling Water Trail Marathon/ Half Marathon 2026 is a rugged trail event on the Beaver Valley section of the Bruce Trail in Eugenia, Ontario. It offers a Trail Marathon (~42km) and a Trail Half Marathon (~21km), each limited to 100 runners...

Take on 80 km over eight stages across the scenic Waterloo region in the annual ENDURrun Sport. Limited to 75 spots, the race includes a tech shirt, finisher medal, course support and varied trail track and road running.

Timber24 is a 24 hour trail running festival near Barrie where teams of eight or four run an 8 km lap each hour to tackle 192 km together. Camp onsite, refuel with round the clock food and enjoy a Saturday night beer garden.

Event overview The Devil's Key takes place on August 22, 2026 at Devil's Glen Country Club, Simcoe County Road 124, Duntroon, Ontario. The event is sanctioned by Athletics Ontario and supports the Blue Mountains Bruce Trail Club; $20 from e..

Event overview Kitchener Kids with Cancer 2026 is a fundraising run held on Saturday, September 19, 2026, at Kiwanis Park, 1000 Kiwanis Park Drive, Kitchener, Ontario. The event marks its 13th anniversary and supports the Pediatric Oncology..

Join the 5 Peaks Trail Running Series at Heart Lake Conservation Area in Brampton on October 3, 2026 for a scenic trail running challenge suitable for all levels. Enjoy varied terrain, great views, and the chance to support local charities.

Event overview Sticks n' Stones Trail Race takes place at Christie Lake Conservation Area in Hamilton, ON. The event is sanctioned by Athletics Ontario and includes fundraising in support of Oceana Canada. The organiser has a partnership wi..

Event overview The Lost Valley Trail Race is a point-to-point trail event that finishes at Dundas Valley Conservation Area in Dundas, Ontario. The courses run along the Main Trail of the Bruce Trail, using the Iroquoia Section and permanent..

The Beav Trail Race 2026 The event takes place on Saturday, October 31, 2026, at Hilton Falls Conservation Area in Milton, Ontario. The event is sanctioned by Athletics Ontario. La Sportiva will provide a demo fleet of shoes and will give a..