Trail Running calendar near Halton Hills 2025-2026

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 Pace for the Donkeys event is a trail run held on September 28, 2025, at the Donkey Sanctuary of Canada, 6981 Concession Road 4, Puslinch, Ontario. The event offers two course options: 5 km trail run 1 km route option Online registration was listed as closed. Entry fees shown for both the 5K..

The Albion Ascent Trail Race is a chip-timed urban trail event in Hamilton, Ontario. The course mix includes paved paths, dirt trails and technical singletrack. Routes pass rivers, waterfalls and forested areas, including King’s Forest, the Bruce Trail, Red Hill Creek, Felker’s Falls and Devil’s Pu..

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..

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..

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..

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 participants listed at the time of the posting. Parking is available, including acc..

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..

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 start line before the races; costumes are encouraged but not required. 5..

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 participants. Two event features for 2025 are a school team challenge (three di..

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 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 sanctioned by Athletics Ontario. Registration for the 2025 edition is limi..

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 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 boardwalk sections and rugged portions of the Bruce Trail. Proceeds support ST..

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 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 Registration for participants includes entrance to the conservation area. C..