Trail Running calendar near Ayr 2026-2027

A community fundraising run at Kiwanis Park on September 19, 2026 offering 5 km, 10 km, a 5 km walk and a 200 m kids race; courses run on park dirt trails with water stations and medals for finishers.

Trail races at Springwater Conservation Area in Aylmer on September 26, 2026 offer 8k, 16k, 24k and an 8k night race with mandatory headlamps. Entries include park admission and part of proceeds support the Children's Health Foundation.

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 trail event at the Donkey Sanctuary of Canada on September 27, 2026 offering a 5 km and a 1 km option, fundraising for the sanctuary. Registration fee is CA$40 per entry.

A cross country style race on a 2.5 km pasture loop at Willibald Farm Distillery & Brewery, with 5 km and 10 km options. Proceeds support the rare Charitable Research Reserve and participants receive curated goods and official timing.

Trail races at Heart Lake Conservation Park on October 3, with distances from a 3 km kids run to a 22.5 km Grit course. Shaded trails, aid stations, a no‑cup policy, and limited parking; awards must be collected at the event.

Trail event at Christie Lake with a 5.3 km loop and distances from 5 km to a 53 km solo or relay. Aid stations use no disposable cups, finishers receive medals, and the event supports Oceana Canada.

Trail races at Fanshawe Conservation Area offering 25k one loop and 50k two loops on a mixed surface reservoir trail. The event includes aid stations, timing chip, finisher medal and a planned burgundy unisex half zip.

Trail race on a 2.5 km loop at Camp Heidelberg on October 17, 2026. Distances from 5 km to 50 km plus 6 hour individual and relay options, chip timed and raising funds for Run Walk Roll for WRHNCC.

Point to point trail races of 10 km and 25 km along the Iroquoia Section of the Bruce Trail between Burlington and Dundas. Courses are marked, include aid stations and parking at Dundas Valley Conservation Area is included.

Trail races at Hilton Falls near Milton, ON with 10 km, 25 km and 50 km options. The route mixes groomed runnable trails and technical single track, with planned aid stations, event apparel and finisher medals.

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 solstice trail event at Marydale Park featuring a 3.7 km loop and Full, Half, Quarter or relay formats. Aid station every few kilometres, finisher medal and crewneck included, and proceeds support Hamilton Out Of The Cold.