Trail Running calendar near Conestogo 2025-2026

Berry Dreams Fun Run is a family-friendly fundraising event held at Heeman's farm near London, Ontario. It features a 1k Kids Run, plus traditional 5k and 10k routes winding through scenic farm fields. The course emphasizes accessibility with a welcoming, inclusive atmosphere—walks encouraged and no..

Kitchener Kids with Cancer is a Run Waterloo fundraiser held at Kiwanis Park in Kitchener, Ontario. In its 12th year, it offers a 5 km run/walk and a 10 km run, plus a free 200 m Kids Run for ages 7 and under. The dirt-trail course stays entirely within Kiwanis Park, with one loop for 5K and two loo..

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 Rare Trail Party will take place in Cambridge on Sunday 21 September 2025.

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..

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..

The Sticks N' Stones Trail Race is held at Christie Lake Conservation Area in Hamilton, Ontario, Canada. This event features multiple distances: 5k, 10k, 25k, 50k solo, and a 50k relay with up to five team members. The course consists of a scenic, rolling 5.3 km loop around the lake, primarily on di..

The Wise Raven Trail Race is an annual trail running event held at Camp Heidelberg, Kressler Road, Waterloo, Ontario, Canada. Celebrating its 10th year, the race supports the WRHNCC charity and is sanctioned by Athletics Ontario. The course features a 2.5 km loop through well-marked forest trails wi..

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 popular trail running event held at Hilton Falls Conservation Area in Milton, Ontario, Canada. The race offers three distances: 10km, 25km, and 50km, with the 50km being two loops of the 25km course. The course features fast, groomed trails with some technical sections, incl..

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..

Chill Session 2025 is a trail running event held at the Mansfield Outdoor Centre in Mulmur. It features three race distances: a 10K with 220m elevation gain, a 5K with 130m elevation gain, and a 1K kids' race for ages 10 and under. The courses are mostly single track trails with distinct routes from..

The Leftovers Mystery Race is a unique running event held at Dundas Valley Conservation Area in Dundas, Ontario, Canada. Scheduled for December 6, 2025, this race offers participants a choice of three mystery distances: short (6 km or less), medium (10-15 km), and long (16-25 km), with the exact rou..

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),..

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..