Trail Running calendar near Pittsford 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.

English's Ridge Rumble returns April 18, 2026 at Green Lakes State Park. Choose 50 km, 20 Miler, or 10 Miler on a scenic, technical loop with roots, rocks and roughly 1,300 feet of climb. USATF sanctioned.

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.

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..

Take on Greek Peak UltraTrax in Cortland NY on May 9, 2026, with 1 to 4 loops of a rugged 7 mile course offering about 1,480 ft of climb per loop. Enjoy shaded single track, sweeping Finger Lakes foothill views, timed support, aid stations,..

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..

Take on the rugged Sehgahunda Trail Marathon and relays at Letchworth State Park, then enjoy the Vale of Three Falls races the next day. Solo marathoners earn a handmade arrowhead medal and entries include a shirt and post race food.

Sand to Serengeti offers scenic trail runs at Green Lakes State Park, starting on the sandy beach and climbing to the Serengeti high section. Run 10 miles or 3 miles and support Safe Space Organization's peer to peer mental health work.

Run through Letchworth State Park at the Vale of Three Falls on May 17, 2026, choosing from 5K, 10K, or 15K distances. Expect rolling hills, scenic Genesee River overlooks on stone and gravel roads, and a festive finish at the Parade Ground..

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.

Join YMCA Race Weekend at scenic Green Lakes State Park for multisport and trail races including triathlon, aquabike, 8K and kids fun run. Compete, enjoy the lakefront trails and support YMCA programs that help the community.

Test your endurance at the Boomerang Trail Run on June 13 at Batawa Ski Hill and complete as many 7km+ loops as you can in 2, 4 or 6 hours. Techy trails, hills and a midway aid station make for a rugged, social challenge with limited spots.

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.