Trail Running calendar near Alliston 2025-2026

ELEVATE, Blue Mountain - Trail Elevation Challenge, is a City Shred event held at Blue Mountain South Base Lodge, 138 Gord Canning Dr, The Blue Mountains, Ontario. It offers adult distances of 5K, 10K, and MAX Elevation (3-hour limit), plus a new 20K relay (team of four, each running a 5K loop). Kid..

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..

The Blue Bully Ultra is Ontario's only three-day stage trail running race held at Blue Mountain Resort, featuring a weekend festival of running and fun from October 3-5, 2025. The event offers three race styles: The Stampede, a fast 5km with 400m elevation; The Drive, a challenging 50km or 25km cros..

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..

Creemore Vertical Challenge 2025, in Creemore, Ontario, at Mad River Park, is a multi-distance ultramarathon organized by North of 89 Outdoors. Runners choose from four distances: 14K, 27.5K, 55K, and 80K (50 miles). The 80K/50M is three laps, 55K two laps, and the 27.5K and 14K one lap each, with a..

Horseshoe Valley Hustle is a trail race held at Horseshoe Valley Resort in Barrie, Ontario. The event offers 5 km and 10 km trail distances, with a Small Steps 1 km Run/Walk for youngsters and families. The course is rugged and technical, featuring narrow forest trails, frequent elevation changes, a..

The Cider Run is a trail running event held at Slabtown Cider Company / Woodnewton Farm in Uxbridge, Ontario on Saturday, October 25, 2025. The course uses trails on the Oak Ridges Moraine and routes and distances may be changed based on trail conditions. Slabtown Cider Co. will be open on race day..

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..

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..

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 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),..

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..

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..