Trail Running calendar near Alliston 2026-2027

Tackle the rugged Caledon Crusher on the Bruce Trail with 25k, 50k or epic 72k options featuring technical singletrack and big climbs as you finish at Mono Centre Park in Shelburne. Support the Bruce Trail and refuel at well stocked aid sta..

Take on scenic, hilly single loop trails at Pick Your Poison Trail Race in Copeland Forest with 12.5k, 25k or 50k options, three aid stations per loop and challenging elevation. This nonprofit event benefits local mental health programs and..

Join the 5 Peaks Trail Running Series at Kelso in Milton for forest trails with steep climbs and flowing descents. Pick distances from kids races to 20.6 km and enjoy scenic singletrack, aid stations and a lively finish.

Trail race on the Seaton Trail near Pickering with distances from a 1K kids run to a 50K double loop. The out and back course is well marked and includes single and double track, a creek crossing, stairs and a nine hour cutoff.

Great Mansfield Outdoors on May 30, 2026 showcases rooty single track through Mansfield Outdoor Centre and Dufferin County Forest, with distances from 5K to the new 100K solo or 100K relay. Expect big climbs, camping and on course aid.

Join Hope in Motion 2026 on June 7 in Caledon East for a community fundraiser supporting CMHA Peel Dufferin with cycling, walking, running and rolling for all abilities. Choose distances from 5 km trails to 100 km rides and help raise funds..

Multi-distance trail event on the Bruce Trail including a 200-mile out-and-back, a point-to-point 100-mile, and a 72.5 km E2E. Significant elevation, technical singletrack, staffed aid stations and pacer options.

Trail event on June 13, 2026 at Earl Rowe Provincial Park in Alliston offering looped distances from 6K up to 62K plus a 12K virtual option. Mostly wide trail with varied surfaces, aid stations, cup free service and a finisher medal.

Run Uxbridge offers scenic trail and road 10K, 5K and 1 km kids dash starting and finishing at Elgin Park in Uxbridge, Ontario. Enjoy a community race with age category awards and support for the Uxbridge Hospital Auxiliary.

Tackle technical singletrack and big climbs in Durham Forest at The Whole Enchilada on June 20, 2026, with distances from a 1 km kids dash to a challenging 50 km. Eco friendly cup free event at Trail Hub with aid stations and onsite awards.

Trail running event at Kelso Conservation on June 27, 2026 offering 2K, 5K, 10K, MAX Elevation and a 20K relay. Courses include aid stations, professional chip timing and a post event village with awards.

Challenge yourself on rugged single track at Blue Mountain Resort with races from a kids 1.5 km to a 50 km ultra and relay, all with scenic Georgian Bay views. Expect roots, rocks and creek crossings plus a lively post race patio with BBQ a..

Run scenic Bruce Trail singletrack and Kelso Conservation Area on 10 km, 25 km or 50 km courses at the First Blaze Trail Race 2026. Fields capped at 200, with a finisher medal, shirt option, shuttle and a charity donation.

The 5 Peaks - Area 8 will take place in Milton on Saturday 18 July 2026. You can run between 8 and 24 kilometers.

Take on the rugged Bruce Trail from Beaver Valley Ski Club in Eugenia Ontario with a challenging trail marathon, half marathon, or both. Expect rocky, very hilly terrain, small fields, gear demos, and proceeds to the local Bruce Trail club.

Tackle Devil's Key on the Bruce Trail in Duntroon for a rugged, technical adventure with the Keyhole crawl and Devil's Glen climb. Choose from 16 to 66 km, enjoy La Sportiva demos and support the Blue Mountains Bruce Trail Club.

Trail event at Slabtown Cider Co. on private Woodnewton Farm trails near Uxbridge. Multiple distances from a kids 1K fun run to a 40K five loop race and fundraising for local trail restoration.

Challenge yourself across three days of scenic trail running at Blue Mountain Resort with Big Bully and Little Bully weekend options for longer or shorter distances. Family friendly with a kids race, live music and social events to celebrat..

Run the Heart Lake stop of the 5 Peaks Ontario Trail Running Series on Saturday October 3, enjoying shaded trails, fall colours and lake views. Choose distances from a kids run to longer challenge and soak up a friendly trail race vibe.

Tackle the Creemore Vertical Challenge, a looped route from Mad River Park that climbs scenic hills with distances from 14K up to an epic 80K 50 Miler. Mix of gravel and trail, frequent aid stations and big views make every lap rewarding.