Trail Running calendar near Appleton 2025-2026

Take on the Dirt Cheap Stage Race, a three day trail series at Mendon Ponds Park Nov 7 to 9, 2025. Pick one, two or all three stages from a short time trial to an 11 mile epic and enjoy post race food and finisher swag.

Join Murphy’s Mission on 8 November 2025 at Christie Lake for a scenic 5 km loop trail event raising funds for Hamilton Animal Services. Run or walk with your dog, try canicross teams and enjoy a friendly outdoor day supporting shelter anim..

Oakville Remembrance Trail Run is held at Upper Middle Park in Oakville, Ontario, featuring an 11-kilometer trail course through Lions Valley. Promoted as the first annual event, it aims to honor veterans, first responders, and their famili..

Test your endurance on the Manchester Gateway Trail by completing as many 2.3 mile out and back laps as you can in six hours. Entry helps fund the local dog park and well behaved leashed dogs are welcome.

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.

Run or walk the Batavia Turkey Trot 5K on Thanksgiving Day and support Crossroads House. Family and stroller friendly with costume prizes, hot drinks and snacks after the race.

Join the Gratitude Run in Rush NY on November 27 and 28 to support Rochester Rotary Sunshine Camp. Family friendly 5K trail, 1 mile and kids dash with chip timed results, shirts and post race food.

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.

Tackle rugged trails and steep climbs at the 0 Degree Winter Trail Festival in Pittsford, NY, a fundraiser supporting local trail projects. Choose 5, 10 or 15 mile routes for a cold season trail challenge with grit and scenic views.

Start the season with Frozen Assets, a scenic 10k winter trail loop at Harriet Hollister Spencer State Recreation Area that often runs through snow. Carry your own water and enjoy warm cider at the finish.

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..

Old Man Winter Trail Race at Marjim Manor in Appleton NY on Jan 24, 2026 invites runners to a scenic 3.2 mile loop through orchard and farm trails. Register early for an embroidered hat and enjoy chip timing and on site race gifts.

Run Devil's Shadow Winter Trail Races at Mendon Ponds Park on January 31 2026 with 50k 25k and 5 mile loops around the Devil's Bathtub. Hopkins Point Lodge provides a warm aid station and post race treats while Common Ground Series swag awa..

ROCovery #OMAAT 24-Hour Run/Walk Challenge The event takes place April 18–19, 2026 at Fellows Road Park in Fairport, NY (499 Fellows Rd, Fairport, NY 14450). It is a 24-hour run/walk challenge that uses a looped course. The course is a one-..

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.

Medved Madness at Mendon Ponds Park on May 3, 2026 features a challenging long trail of about 13 miles, a shorter 5 mile course, and a kids race. Expect changing courses each year, a post race barbecue, and a friendly trail running vibe.

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..