Trail Running Calendar Ontario 2025-2026

Run the scenic Iroquoia section of the Bruce Trail in Dundas, Ontario, with 10 km or 25 km options. Limited to 150 runners, this point to point race passes waterfalls and escarpment views and includes aid stations for a friendly trail day.

Tackle Batawa Ski Hill trails on November 16, 2025 with distances from a kid 1 km to a challenging 50 km. Expect rocks, roots, creek crossings and friendly aid stations for a true trail festival vibe.

Celebrate trails, hoodies, chili and beer at Chill Session 2025 at Mansfield Outdoor Centre. Choose a scenic 10K or 5K single track run or bring the kids for a free 1K, then relax with food, s'mores and a cold brew.

Join the Canadian Cross Country Classic at Fanshawe Golf Course in London for a grass and mud 5K and a fun 1K kids race, plus an ACXC Fan Fest with local food and lounge spaces. Presented by BackRoads Brews + Shoes, it blends competition an..

Join a half day trail running workshop at Devil's Glen and Nottawasaga Bluffs with an easy 5k social run, coach led tips on winter gear and training, and a take home plan. Enjoy a hearty lunch and support local conservation.

Run the Leftovers Mystery Race in Hamilton, a playful event where you stop at checkpoints to cut mystery images with blunt scissors before moving on. Free entry with a suggested $20 charity donation and distances revealed on race day.

Hit snowy trails at the Golden Spike Trail Race around scenic Crawford Lake in Milton, Ontario on December 6, 2025. Choose 5K, 10K, or 21K and support STAC Hamilton youth programs while enjoying winter forest views and warm aid stations.

Polar Paws 2026 invites runners and canine companions to winter trail loops on Lake Erie near Turkey Point with 5 km, 10 km, 25 km and dog runs. Heated facilities, on course aid and partial proceeds support the local humane society.

Join the Dion Mighty Chickadee Snowshoe Race on January 17 at Cold Creek Conservation Area for a scenic 6.5 km through forest and meadows with a few long climbs. Limited to 60 racers, this series stop wraps up with chili, awards and prize d..

Experience the Kawartha Lakes Winter Festival at Eganridge Resort with snowshoe and trail runs from family 1k to 10k, including the Snowshoe Canada national championship. Finishers get medals, swag and hot lunch while the afternoon brings f..

Run the Caledon Crusher on April 11, 2026 through the scenic, rugged Caledon Hills Bruce Trail with options from 25k to a 72k End to End challenge. Enjoy onsite food, a race shirt and finisher medal while supporting the Bruce Trail.

Run the scenic Hamilton to Brantford rail trail at the Foxtail Rail Trail Race in Dundas Valley on April 18, 2026. Choose 5, 10, 25 or 50 km on a mostly flat, fast out and back course with chip timing and medals.

Take on Pick Your Poison, an annual April trail ultra around Horseshoe Heights near Barrie. Choose 12.5k, 25k or 50k loops, enjoy aid stations and boxed meals, and support mental health awareness.

Tackle rugged trails, mud, rocks and lake views at the Rugged Raccoon Night Race in Wildwood Conservation Area, St. Marys on May 2, 2026. Choose 10 km, 25 km or 50 km by day or night and bring a headlamp for an unforgettable evening run.

Join the 5 Peaks Trail Running Series at Kelso Conservation Area in Milton Ontario on May 2, 2026. Distances from a 1 km kids run to a 21 km grit course mean every runner can enjoy scenic trails and friendly race vibes.

The First Hour : event details The First Hour is the first event in the Happy Hour Friday Night Series. It takes place on May 15, 2026, at Goodrich-Loomis Conservation Area in Castleton, Ontario. The event is organized by Dirty Soles Trail..

Sulphur Springs Trail Race weekend invites trail runners to tackle scenic single track, natural springs and steep climbs on a 20K loop. Distances range from 10K to 100 miles with team relays and WSER qualification on offer.

Join Tails on Trails on May 30, 2026 at Bechtel Park in Waterloo for a family friendly trail run raising funds for the Humane Society of Kitchener Waterloo and Stratford Perth. Choose 5 km, 2.5 km or a Pup Run and bring your dog to join the..

Run scenic single track in Dufferin County Forest at The Great Mansfield Outdoors on May 30, 2026. Distances range from 5K up to a new 100 km solo or relay, with challenging roots and climbs and a finish at Mansfield Outdoor Centre.

Boomerang Trail Run : Batawa, Ontario The Boomerang Trail Run is a looped trail event at Batawa Ski Hill, Ski Club Lane, Batawa, ON, Canada, held on June 13, 2026. The loop is about 7 km+ long. Participants choose how many loops to complete..