Trail Running calendar near Hamilton 2026-2027

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.

Cross country meet in Niagara Falls on September 27, 2026, open to all ages with a combined men and women Open 5K in the afternoon. Events follow MTA and Athletics Ontario age groups and are sanctioned by both bodies.

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.

Looped trail race at Camp Heidelberg near Waterloo with 5 km to 50 km options plus a 6 hour relay, electronic timing and on-course aid.

Community run and roll on October 18, 2026 with 2 km, 6.5 km and 13 km routes, a costume contest with gift card prizes, required pre registration and finish line refreshments.

Point to point trail race on the Bruce Trail from Burlington to Dundas offering 10 km and 25 km courses, aid stations and bus transport.

A non-competitive 5 km run in Masaryktown Scarborough with on-site race packs and a republic shaped finish medal.

Team-based adventure run in Waterdown combining road, trail, navigation and trekking with Raid (20–25 km) and Half-Raid (10–15 km) options.

Halloween themed run in Waterloo featuring a 5K out and back, a 200m fun run, medals for finishers and a pre race costume contest.

Trail races at Hilton Falls on November 7 2026 offering 10 km, 25 km and 50 km with planned aid stations, cupless policy, and apparel included for longer distances.

A November 7, 2026 trail event in Lions Valley offering 11 km and 5 km routes to honour veterans and support Wounded Warriors Canada. Registration opens spring 2026.

Trail canicross and running at Christie Lake Conservation Area on November 7, 2026, raising funds for Hamilton Animal Services’ adoption program.

Trail event on a 3.7 km loop at Marydale Park offering full, half, quarter and relay options. One aid station per loop, all participants receive a crewneck and finisher medal, proceeds support Hamilton Out Of The Cold.

A winter obstacle race at Albion Hills with a snowy 5-6 km course and 14 obstacles, finish-line hot chocolate and a metal finisher medal. Family discounts apply and a Polar Rush buff is included.

The Sulphur Springs Trail Race will take place in Hamilton on Saturday 22 May 2027. You can run between 10 and 161 kilometers.

A 5 km obstacle course fun run at Victoria Park with over 25 obstacles, abundant foam, an inflatable waterslide and mud pits plus a festival area with vendors and a beer garden. Open to ages 7 and up with waivers required for minors.