Trail Running calendar near Shelburne 2025-2026

Join the Dion Mighty Chickadee Snowshoe Race at Cold Creek for a scenic 6.5 km through forest and meadow with a few climbs. Limited entries, snowshoe rentals and post run food plus awards make this a fun winter challenge.

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..

Tackle single track trails and ski hill climbs at Pick Your Poison Trail Run in Copeland Forest near Barrie Ontario. Choose 12.5k, 25k or 50k loops, enjoy three aid stations per loop and help support local charities.

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.

Experience rugged single track trails at Great Mansfield Outdoors on May 30 2026 with looped 25 km courses for distances from 5 km to epic 100 km. Scenic forest terrain, full aid stations and camping make it a perfect trail running getaway.

Run the 5 Peaks trail race at scenic Crawford Lake with distances from 1 km kids races to an 18 km challenge. Enjoy forest trails, reconstructed Indigenous longhouses and a welcoming community of spectators and volunteers.

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.

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.

Run winding singletrack along the Humber River at Albion Hills Conservation Park, with options for beginners to experienced trail runners and family friendly kids races. Enjoy on site camping and a pool for a fun post race unwind.

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.

Blue Bully Ultra is a three day stage trail race at Blue Mountain Resort, Sept 25 to 27, 2026, with Big Bully and Little Bully options. Take on a vertical opener, a long cross country stage and a timed loop finale with on course support.

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.

Creemore Vertical Challenge on October 17, 2026 offers 14K, 27.5K, 55K and 80K 50 mile looped courses with hefty vertical gain per lap. Enjoy scenic gravel roads and trails, stocked aid stations, race swag and free event photos.

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.