Trail Running calendar near Castile 2025-2026

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..

Run winter trails at Ontario County Park on a roughly 4 mile loop with 4, 8 or 12 mile options and likely snow, so bring traction footwear. Warm up at heated Wilson Lodge with pancakes, hot drinks and post race snacks.

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.

Shake off winter on Feb 22, 2026 at the Cabin Fever Trail Races in Webster Park, NY with 5 miles or 10 miles through scenic trail loops. Packet pickup Saturday is recommended and there are overall and age group awards.

Enjoy a chip timed 5K through vineyards and orchards at Three Brothers Wineries, with cider, a cider donut and a finisher medal. Walkers, kids and strollers welcome for a fun family outing supporting Geneva Community Projects.

DENFIT ULTRA at Buffalo Ski Center is a 10 km ski slope loop with 50k or 100k options, offering big elevation and possible snow. Parts are unlit so headlamps are required and finishers earn medals and custom spears.

Push your limits on scenic single track around Hills Creek Lake with 3, 6 and 12 hour time based options plus a 12 hour four person relay. Run as many roughly 3 mile laps with about 200 ft of climb per lap and enjoy lakeside aid and camping..

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..

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.

Take on the Susquehannock Trail Ultra in Coudersport PA on May 16, 2026, an 83 mile single track challenge with over 14,000 ft of climbing. Rugged navigation and remote aid stations make this a true endurance test with a 36 hour cutoff.

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.

Run Cayuga Trails on May 30, 2026, through Ithaca gorges, waterfalls and historic stone stairs with wild singletrack underfoot. Choose a 50 mile or 50K challenge for a scenic, rugged ultramarathon experience.

Lucifer's Crossing at Robert Treman State Park in Ithaca is a scenic, rugged trail race through forest, gorge and historic stone stairs. Choose 5K, 10K or half for a challenging run with post race food and shirts for early registrants.

Hit the trails at Frost Town Trail Fest in Naples NY on June 6, 2026 with 25k and 10k races plus a 3k fun run for kids. Scenic Bristol Hills routes, aid stations, and proceeds support environmental education at Cumming Nature Center.

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.

Join RHSC's Super Hear O 5K and Family Fun Day for a 5K run or one mile walk supporting communication for children with special needs. Family fun with free kids under 12 and team fundraising options.

Run a scenic chip timed 5K through Sheldrake Point Winery vineyards overlooking Cayuga Lake on wide grass and packed dirt trails. Enjoy live music, food trucks and a complimentary glass of wine for those 21 and over.

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Run the High Tor Trail Marathon in Naples NY, starting and ending at Naples Community Park. Choose the half marathon or repeat the loop for the full and tackle scenic Finger Lakes Trail climbs and wooded descents.