Trail Running Calendar Ontario 2025-2026

Kamview / Fresh Air Under the Lights is a community trail running event in Thunder Bay, Ontario, organized by Thunder Bay Nordic Trails and Fresh Air. The race takes place near the Kamview Nordic Centre, with the start/finish in front of the Kamview Nordic Centre (not at the stadium). The trail cour..

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 or 10K, and a 5K Fun Walk with or without a dog. The scenic..

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 families. The atmosphere is described as a remembrance movement, i..

The Lost Valley Trail Race is a point-to-point trail event run by the Iroquoia Bruce Trail Club in Ontario. Runners choose between 25 km and 10 km, with starts at Cityview Park (Burlington) or Rock Chapel Conservation Area (Dundas) and a finish at Dundas Valley Conservation Area. The courses follow..

Fat Ass Trail Run is a multi-distance trail race at Batawa Ski Hill in Batawa, Ontario, Canada, organized by Dirty Soles Trail Running. Distances range from 5K to 50K, plus a 6-hour Bad Ass option and a 1K Big Bum Kids’ Run. The event has grown from 23 participants in 2003 to one of Ontario’s larges..

Chill Session 2025 is a trail-running event held at Mansfield Outdoor Centre in Mulmur. Runners can choose from 10K Chill, 5K Cool, or 1K Wee Chilly for kids. The courses are mostly single-track with elevation gains around 220m for the 10K and 130m for the 5K, and are marked with hot-pink arrows and..

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, and a longer 16–25 km. The course is a well-marked, scenic..

The Golden Spike Trail Race is a winter trail running event at Crawford Lake Conservation Area in Milton, Ontario. Participants choose from 5K, 10K, or 21K, dashing through snowy forest, a boardwalk around the lake, and rugged Bruce Trail sections by a canyon. The course blends fast main-trail segme..

Polar Paws Winter Trail Race, hosted by Crazy Cat Adventures, takes place at Long Point Eco Adventures in Turkey Point. The event offers 5k, 10k and 25k distances, plus a 5k Doggo Run for participants with dogs. Runners experience winter trail racing on the event’s trails, with a friendly, community..

Caledon Crusher 2026 is a trail-running event in Ontario’s Caledon Hills, centered at Mono Centre Park in Shelburne. It offers 25k, 50k and End-to-End 72k routes along the Caledon Bruce Trail. Runners traverse rugged singletrack and sustained climbs with elevations of about 850m (25k), 1,200m (50k),..

Tails on Trails 2026 is a community fundraising race in Bechtel Park, Waterloo, Ontario, in support of the Humane Society of Kitchener-Waterloo and Stratford Perth. Returning for a second year, the event offers dog-friendly and human-only options: a timed 5K Trail Race with a canine + handler, a tim..

The Northumberland Run Forest Run will take place in Roseneath on Sunday 14 June 2026.

The Whole Enchilada is a trail running race held at Trail Hub in Uxbridge, Ontario, in Canada’s trail capital, Durham Region. It offers multiple distances: The Full Enchilada (50 km), Half Enchilada (25 km), Mini Enchilada (8 km), Hike Enchilada (4 km), plus Kids Enchilada (4 km) and Kids Salsa (1 k..

The Limberlost Challenge is a multi-distance trail ultrarace set in the Limberlost Forest and Wildlife Reserve near Muskoka, Ontario. Distances include 7 km, 14 km, 28 km, 42 km and 56 km, with runners navigating technical sections and fast forest trails across a private wilderness property. The cou..

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, Bechtel Park, Baden Hills, and a Waterloo track venue). St..

XTERRA Conquer the Crater takes place on July 18-19, 2026 in Greater Sudbury, Ontario, Canada. The event is part of the XTERRA World Tour and features off-road triathlon and trail-run racing. One hundred percent of proceeds support the Northern Cancer Foundation’s Miles Against Cancer Fund, which s..

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. The course is rocky, rooty, and very hilly, with almost all..

The ENDURrun is a week-long endurance challenge held in Ontario, Canada, organized by Run Waterloo. It offers two formats: The ENDURrun 160 KM Ultimate (8 days, 7 stages) and The ENDURrun Sport 80 KM (8 days, 8 stages). Runners traverse varied terrain around Waterloo Region, with venues at RIM Park..

Calabogie Peaks Trail Run takes place at Calabogie Peaks, the tallest public ski resort in Ottawa, at the base of Dickson Mountain on the shore of Lake Calabogie in Calabogie, Ontario. Part of Spartan Trail Ottawa, the weekend features two wooded mountain-trail distances: 10K and 21K. The course com..

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 Group of Ontario with a fundraising goal of $100,000. The event includes..