Trail Running calendar near Conestogo 2025-2026

Sticks n' Stones Trail Race 2025 is held at Christie Lake Conservation Area in Hamilton, Ontario. All races follow a single rolling dirt loop around the lake, about 5.3 km per lap. Distances offered: 5 km (1 loop), 10 km (2 loops), 26.5 km..

Wise Raven Trail Race is held at Camp Heidelberg in Waterloo, Ontario. The fundraiser offers multiple distances: 5 km (2 loops), 10 km (4 loops), 25 km (10 loops), 50 km (20 loops), and a 6-hour relay. Runners follow a 2.5 km forest loop ar..

Hike 4 Horses is a fundraising community event held at Sunrise Therapeutic Riding & Learning Centre in Puslinch, Ontario. The event offers two 5 km options: a Leisurely Hike and a Timed Run, inviting participants of varying paces to join th..

Event details The Trails & Tails Classic takes place on October 19, 2025 at Terra Cotta Conservation Area, 14452 Winston Churchill Blvd, Halton Hills, ON L7G 0N9. The event is organized by Canadian Canicross Sports and had 55 participan..

Event overview Trick or Trot 2025 is a Halloween-themed run on Saturday, October 25, 2025, at Laurel Creek Trail. The meeting area is listed as 445 Wes Graham Way, Waterloo, ON N2L 6R2. The event programme includes a costume contest at the..

Event information The Bolton Rotary Haunted Hill Run is scheduled for October 26, 2025, at 14111 Hwy 50, Bolton, Ontario L7E 1Y6. The event lists 61 participants. Registration opens on September 5 on the event website and is free for all pa..

The Beav Trail Race is a multi-distance trail running event held at Hilton Falls Conservation Area near Milton, Ontario, Canada. Distances include 10 km, 25 km, and 50 km, with the 50 km run as two laps of the 25 km course. The 10 km is an..

Murphy’s Mission is a dog-and-run fundraiser held at Christie Lake Conservation Area in Dundas, Ontario. The event offers multiple ways to participate: a 5K Canicross (dog and runner tethered), a 10K Canicross (two 5K loops), a Human-Run 5K..

Oakville Remembrance Trail Run is held at Upper Middle Park in Oakville, Ontario, featuring an 11-kilometer trail course through Lions Valley. Promoted as the first annual event, it aims to honor veterans, first responders, and their famili..

Event overview The Lost Valley Trail Race is a point-to-point trail race on Saturday, November 15, 2025, finishing at Dundas Valley Conservation Area in Dundas, ON. The route follows the Iroquoia Section of the Bruce Trail and the event is..

Get cozy at Chill Session on November 29 in Mulmur with scenic single track trail runs for all levels and a warm hoodie for entrants. Celebrate afterward with chili, beer and s'mores while supporting local food banks.

The Leftovers Mystery Race 2025 takes place at Dundas Valley Conservation Area on Governors Road in Dundas, Ontario. This playful trail event features mystery distances you choose on race day: a short option 6 km or less, a medium 10–15 km,..

Event overview The Golden Spike Trail Race takes place on December 6, 2025, at Crawford Lake Conservation Area, Conservation Road, Milton, Ontario. The event offers trail running through forest paths and around Crawford Lake, including boar..

On April 11, 2026 the Caledon Crusher at Mono Centre is a scenic but savage trail across the Caledon Hills with 25k, 50k and 72k options on technical singletrack and big climbs. Ideal for runners craving a tough, beautiful challenge.

Event overview The Foxtail Rail Trail Race takes place on April 18, 2026 at the Dundas Valley Conservation Area, Governors Road, Dundas, ON, Canada. The event is sanctioned by Athletics Ontario. Distances offered: 5 km 10 km 25 km 50 km R..

Event overview Tails on Trails 2026 is a community fundraising event on Sat, May 30, 2026 at Bechtel Park, Bridge Street West, Waterloo, ON, Canada. The event supports the Humane Society of Kitchener-Waterloo and Stratford Perth. The fundra..

The ENDURrun Prelim is a six-day endurance challenge totaling 60 km in Ontario, Canada. The event begins with a prologue at Weberlyn Crescent, Conestogo, and features stages across Waterloo, Cambridge, and Wilmot (RIM Park, Riverbluffs Park..

Event overview Tally in the Valley Trail Race takes place on July 25-26, 2026 at Dundas Valley Conservation Area in Hamilton, ON, Canada. The event is sanctioned by Athletics Ontario and lists La Sportiva as an equipment partner. Race forma..

Take on the 4th annual ENDURrun Sport 80 KM: eight days and eight stages across roads, trail, track and hills around Conestogo Ontario. Limited to 75 runners, entries include a tech shirt and finisher medal.

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..