Trail Running calendar near Appleton 2025-2026

Join the 0 Degree Winter Trail Festival in Pittsford NY on Dec 13 for a chilly day of trail racing to raise funds for local trail projects. Choose 15, 10 or 5 mile courses that tackle the notorious Hell on Roots climb and Ski Hill Climb.

Brave snowy single track and winding trails at Harriet Hollister Spencer State Recreation Area in a scenic winter 10k loop. Bring traction friendly shoes and water, then warm up and unwind with fellow runners at a nearby brewery after the r..

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..

Shake off winter with the Old Man Winter Trail Race at Marjim Manor, a scenic 3.2 miles through winery grounds and apple orchards on January 24, 2026. Register by Jan 16 for a special embroidered hat, chip timing, finish photos, and awards.

Embrace winter trails at Mendon Ponds Park on January 31, 2026 at Devil's Shadow Winter Trail Races, with 5 mile, new 25k, and 50k looped courses around the Devil's Bathtub. Cozy lodge aid station and friendly series vibes for all paces.

Run scenic rail trail through Dundas Valley Conservation Area with 5, 10, 25, and 50 km options. Chip timing, finisher medals, and a charity fundraiser for Melanoma Canada make this spring race a community friendly challenge.

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 on May 2, 2026 for trail runs from a fun 1 km kids race to a challenging 21 km grit course. Scenic singletrack and options for all abilities make it a great spring outing.

Join the 19th Annual Medved Madness Trail Races on May 3, 2026 at Mendon Ponds Park in Honeoye Falls NY for scenic trail running. Choose about 13 mile or 5 mile courses or a kids run, then relax with a post race barbecue and a technical shi..

Race the Seaton Scramble on May 9, 2026 in Pickering along scenic single and double track trails with creek crossings, stairs, hills and viewpoints. Distances from a 1K kids run to a double loop 50K support Lakeridge Health Foundation.

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 Letchworth State Park's dramatic gorge at the Sehgahunda weekend, with distances from 5K and relays to a two day 72K. Cup free aid stations, post race food, event shirts and unique finisher items 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 in Dundas Valley, Hamilton on May 23 and 24 offers looped 20K terrain with distances from 10K to 100 miles plus team relays. Rugged trails, big climbs, and crew access make for a classic spring ultra.

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.

Challenge yourself on the Boomerang Trail Run, looping a rugged 7+ km course at Batawa Ski Hill with 2, 4 or 6 hour options. Hilly, technical trails, on course aid, race swag and a finisher medal.

Run forest trails at the intimate Northumberland Run Forest Run, supporting St John Ambulance, with distances from 3 km to 24.6 km for all abilities. Limited to 100 entrants, this self supported event offers scenic single and loop routes.

Run Uxbridge offers scenic trail and road 10K, 5K and 1 km kids dash starting and finishing at Elgin Park in Uxbridge, Ontario. Enjoy a community race with age category awards and support for the Uxbridge Hospital Auxiliary.

Run Many On The Genny at Letchworth State Park on June 20, 2026, a scenic yet rugged 45 mile trail ultra with relay and women's only options. Gorge views, steep climbs, and grassroots aid stations await; registration opens January 1, 2026.

The Whole Enchilada in Uxbridge invites trail lovers to tackle scenic, technical routes through Durham Forest with steep climbs and thrilling descents. Distances from 1 km fun runs to a challenging 50 km mean something for every runner, wit..