Trail Running calendar near Dundas 2025-2026

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..

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.

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.

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..

Take on ENDURrun Prelim, a six day, six stage 60 km challenge across Waterloo and Cambridge, featuring trails, track heats and a final half marathon. Spots limited to 75; entries include a technical T shirt and finisher medal, with aid stat..

Tally in the Valley is a looped trail running festival through the scenic Dundas Valley Conservation Area, with options from a single 7 km loop to a 100 mile epic plus 6, 12 and 24 hour timed formats. Finishers earn custom medals and a belt..

Take on the ENDURrun Sport 80 KM, an 8 day, 8 stage, 80 km adventure through Waterloo Region’s roads, trails, hills and track. Limited to 75 runners, this multi terrain challenge includes a technical shirt and a finisher medal.

Join the 13th Kitchener Kids with Cancer on Sept 19 at Kiwanis Park for scenic trail 5 km and 10 km races that benefit pediatric cancer care. Family friendly with a free kids 200 m, medals for finishers, music and food trucks after the race..

Join Sticks n' Stones at Christie Lake for rolling dirt loops around the lake with distances from 5k to a 53k solo or team relay. Enjoy La Sportiva demos, aid stations and medals while supporting Oceana Canada.

Choose 10 km or 25 km on the Bruce Trail for scenic single track and rocky views along the Niagara Escarpment. Enjoy aid stations, shoe demos and a lively finish at Dundas Valley Conservation Area.

Run scenic, mostly fast trails at Hilton Falls with 10 km, 25 km and 50 km distances to suit every trail runner. Enjoy a few technical sections, a waterfall pin, on course s'mores, La Sportiva shoe demos and finisher swag.