Trail Running calendar near Shelburne 2026-2027

A mixed gravel road and trail loop in Creemore offering 14K, 27.5K, 55K and 80K/50M options with multiple laps, aid stations, finish items, and photography provided after the race.

Trail race at Camp Heidelberg on October 17, 2026 featuring 2.5 km loops with distance options from 5 km to 50 km, plus a 6 hour format and relay. Sanctioned event and fundraiser for Run-Walk-Roll for WRHNCC.

Trail-running event on October 25, 2026 offering 1.5 km kids and 5 km/10 km options, a costume contest, awards and a donation drive for the Sharing Place.

Trail races and an eight hour loop endurance challenge take place at Horseshoe Valley Resort on October 31, 2026. Options range from a 1 km family run to 5 km and 10 km trail races, plus solo or team endurance relays on a rugged 5 km loop.

A Halloween-themed run in Waterloo with a 5 km race, a 200 m fun run, a pre-race costume contest and finisher medals for participants.

Trail races at Hilton Falls on November 7, 2026 offering 10 km, 25 km and 50 km loops. Varied groomed and technical trails, cupless aid stations, apparel for longer distances and medals for finishers.

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.

Trail event at Mansfield Outdoor Centre offering 10 km, 5 km and a 1 km kids race, with hoodies, medals, chili and beer for adult distances. Cup free, on course aid and meals in the cafe, registration closes November 1 2026.

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 Caledon Crusher will take place in Shelburne on Saturday 10 April 2027. You can run between 25 and 72 kilometers.

A spring trail race in Copeland Forest near Barrie Ontario on April 24 2027 offering 12.5k 25k and 50k looped options. The not for profit event supports mental health awareness and limits entries to 450 runners.

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.