Trail Running calendar near Alliston 2025-2026

The First Blaze Trail Race, held on July 12, 2025, takes place at Kelso Conservation Area in Milton, Ontario, Canada. This unique event features three point-to-point trail races along the Toronto section of the Bruce Trail: a challenging 50km (51.8km) race, a 27.5km race, and a new 10km out-and-back..

The Trails North Workshop, hosted by North of 89 Outdoors, is a comprehensive trail running event held at Devil’s Glen and Nottawasaga Bluffs. Designed for all skill levels, from novices transitioning from road running to experienced trail runners, the workshop focuses on improving technique and tra..

The Falling Water Trail Marathon and Half Marathon take place in Eugenia, Ontario, Canada, along the scenic Beaver Valley section of the Bruce Trail. This challenging trail event features a full marathon (approximately 42 km) and a half marathon (approximately 21 km), both with significant elevation..

Timber24 Relay is a 24-hour trail running festival held at Hardwood Ski and Bike in Oro Medonte, near Barrie, Ontario. Teams of 4 (ultra) or 8 runners collectively cover 192 km by running 8 km laps each hour over 24 hours. The event features a lively atmosphere with on-site camping, a retail and exp..

The Devil's Key is a challenging trail running event held at Devil's Glen Country Club in Duntroon, Ontario, Canada. Sanctioned by Athletics Ontario, it offers three race distances: the Beast (66.6 km), the Half Beast (33.3 km), and the Mini Beast (15 km). The course features steep climbs and descen..

The Blue Bully Ultra is Ontario's only three-day stage trail running race held at Blue Mountain Resort, set against the vibrant autumn colors of the Bruce Peninsula. Taking place October 3-5, 2025, it offers three race styles: The Stampede (a fast 5km with 400m elevation), The Drive (a challenging 5..

The Creemore Vertical Challenge is a trail running event held in Creemore, Ontario, featuring distances of 14K, 27.5K, 55K, and an 80K/50-mile race. The course combines approximately 70% gravel roads and 30% trails, winding through the scenic hills and private trails around Creemore, offering about..

The 5 Peaks Cider Run is a trail running event held at Slabtown Cidery and Woodnewton Farm in Uxbridge, Ontario, set amidst the scenic Oak Ridges Moraine. Celebrating the fall apple harvest, the race offers a variety of distances including a 1K kids' fun run, 3K kids' timed run, and adult options of..

The Beav Trail Race is an annual trail running event held at Hilton Falls Conservation Area in Milton, Ontario, Canada. The race features three distances: 10km, 25km, and 50km, with the 50km being two loops of the 25km course. The course is known for its fast, groomed trails combined with technical..

The Chill Session 2025, hosted by North of 89 Outdoors, is a trail running event held at the Mansfield Outdoor Centre in Mulmur. It features three race distances: a 10K with about 220m elevation gain, a 5K with 130m elevation gain, and a 1K kids' race for ages 10 and under. The courses are mostly si..

The Golden Spike Trail Race is a winter trail running event held at Crawford Lake Conservation Area in Milton, Ontario, Canada. Scheduled for December 6, 2025, it offers three distances: 5K, 10K, and 21K, catering to all levels from beginners to seasoned trail runners. The course features scenic, sn..