Trail Running calendar near Shelburne 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.

Join Tails on Trails on May 30, 2026 at Bechtel Park in Waterloo to support Humane Society of Kitchener Waterloo and Stratford Perth. Choose 2.5 km or 5 km loops, bring your pup or run solo, and help raise funds in a fun family atmosphere.

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..

Experience rugged singletrack, sweeping views and big climbs along the Bruce Trail at the Ribbon 200, June 10 to 14, 2026, with 200 mile, 100 mile and 72.5 km E2E options around the Blue Mountains. Fully supported with stocked aid stations..

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.

ENDURrun Prelim is a six stage 60 km running challenge across southern Ontario from July 13 to 18 2026. Enjoy road, trail, cross country and track stages around Waterloo and Cambridge for a varied and fast paced multi terrain adventure.

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.

Race 80 KM over eight varied stages across road, trail, cross country and track near Conestogo Ontario, August 9 through 16 2026. Limited to 75 participants with kit pickup and finisher medals for all finishers.

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.

Join the 13th annual Kitchener Kids with Cancer on Sept 19 at Kiwanis Park to support the Pediatric Oncology Group of Ontario. Choose a timed 5 KM or 10 KM on scenic park trails, earn a finisher medal and enjoy family friendly fun.

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.

The Beav Trail Race at Hilton Falls on October 31 offers 10 km, 25 km and 50 km on fast but technical trails with scenic waterfall views. Bring your own cup or bottle as no cups are provided, and finishers earn a custom medal and apparel.