Trail Running calendar near Appleton 2025-2026

We have found 36 Trailruns within 80 miles of Appleton. See below where and when you can find the races.

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.

Celebrate Thanksgiving at the Gratitude Run held at Rochester Rotary Sunshine Camp with a family friendly 5K, 1 mile, kids dash and virtual options. Run scenic camp trails and support Sunshine Camp programs for children with disabilities.

December 2025

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.

January 2026

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..

April 2026

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.

May 2026

Tackle rugged ski slopes at Buffalo Ski Center in Colden, NY with 50k or 100k options on a 10k loop featuring big climbs, unlit night sections and mandatory headlamps. Big finisher medals and unique awards make this a memorable challenge.

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 Trail Races at Mendon Ponds Park offer long and short courses plus a Kids K on scenic spring trails. Participants receive a gender specific tech shirt and are invited to a lively barbecue to celebrate the day.

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..

Run through Letchworth State Park at the Sehgahunda weekend with a 26.3 mile trail marathon, relay teams, 5K, 10K, 15K and a 72 km all weekend challenge. Scenic gorge views, stocked aid stations and great finisher swag await.

Run among the waterfalls at Letchworth State Park on May 17 with 5K, 10K, or 15K routes starting and finishing at the Parade Grounds. Enjoy hilly, scenic out and back courses with sweeping Genesee River views and post race refreshments.

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.

June 2026

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..

Choose your challenge on scenic forest trails with a 4 hour 3K lap event, 7.5K and 9K loops, or a 24.6K route to Lookout Mountain. Small self supported event with a friendly, outdoorsy vibe and water refill at the start.

Take on Many On The Genny, a 45 mile trail ultra through Letchworth State Park's gorge with long climbs, footbridges and sweeping views. Solo, relay and women's only entries available; registration opens Jan 1, 2026.