Trail Running calendar near Waterloo 2025-2026

The Wolfpack Ultra Championship takes place in Hamilton, Ontario, showcasing Conservation Halton’s rugged backcountry. The event centers on two 50K formats: a solo 50K Ultra and a 50K Team Relay (five runners of 10K each). Runners navigate technical climbs, winding forest trails and open ridges, wit..

The 16th Annual Trail Party is scheduled for Sunday, September 21, 2025. The event is promoted with the hashtag #StepUpForNature and is presented by rare Charitable Research Reserve as part of its events program. rare describes its events as opportunities to explore and celebrate outdoor spaces. Th..

Willibald Pasture Dash is a cross-country–style running event held at Willibald Farm Distillery & Brewery on Reidsville Road in Ayr, Ontario. The race offers a 5 km option (two 2.5 km loops) and a 10 km option (four loops) on a pasture course described as a dash through the pasture. Participants enj..

Harvest Hustle in Guelph, Ontario is a family-friendly farm event held at Strom’s Farm and Bakery (5089 Wellington Rd 32). It offers two distances: a 5K Trail Fun Run/Walk through cedar spirals, fields, and sections of a corn maze, plus a 1/2 Mile Corn Maze Walk. The course emphasizes farm terrain a..

Run4Kids is a family-friendly charity running/walking event held in Exeter, Ontario at the Morrison Dam Conservation Area along the MacNaughton-Morrison Trail. On Saturday, September 27, 2025, participants can choose between a 2-km walk or a 5-km run, suitable for both casual walkers and seasoned ru..

Pace for the Donkeys is a 5k trail run held at the Donkey Sanctuary of Canada in Puslinch, Ontario. The event features a 5-kilometre trail route and a new 1-kilometre option, welcoming runners and walkers of all ages and abilities to enjoy scenic fields and trails through the sanctuary. It serves as..

Albion Ascent Trail Race in Hamilton, Ontario offers a transit-friendly, chip-timed urban trail experience through rivers, forests and waterfalls. Distances are 5K, 10K and 21K, with routes from King’s Forest paved paths to rugged Bruce Trail sections. The 21K features a persistent climb and technic..

Seize the Day, London is an annual fundraising event organized by Epilepsy Southwestern Ontario held at Graham Family Eco Park on Medway Road in Arva, Ontario, near London. The in-person options include a 5K run and a 2.5K walk on a scenic park trail, with 5K runners completing four laps and walkers..

2025 5 Peaks Trail Running Series: Heart Lake is held at Heart Lake Conservation Area, Heart Lake Road, Brampton, Ontario. The fifth event in the Ontario edition takes place on Saturday, October 4, 2025. It offers multiple trail distances, with options adjustable via a Change Distance feature; check..

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 (5 loops), and 53 km (10 loops) for solo runners, plus a 53..

The Phoenix Trail Races take place on Saturday, October 18, 2025 at the Watson Porter Pavilion in Fanshawe Conservation Area, London, Ontario. Race entries listed include the following distances: 25k (one loop) 50k (two loops) Entry listings show the 25K walk/hike, 25K trail run, and 50K trail ru..

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 around Camp Heidelberg pond, with fast, groomed trails and som..

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 the day. Attendees enjoy a family-friendly atmosphere with lun..

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 out-and-back to the waterfall on groomed trails with a short..

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..

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..

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),..