Trail Running calendar near Penn Yan 2025-2026

We have found 30 Trailruns within 80 miles of Penn Yan. See below where and when you can find the races.

A three day trail stage race at Mendon Ponds Park Nov 7 to 9 featuring a hilly Pond Road time trial, a mass start stage with a stair climb, and an epic long trail finale. Run a single stage or take on the full series to earn a finisher hood..

Join the Clear Path Trail 5k at Clear Path for Veterans in Chittenango for a beginner friendly trail run with sweeping campus views. Run or walk to honor veterans and support programs that help veterans and their families.

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 on November 27 at Rochester Rotary Sunshine Camp in Rush NY for a chip timed 5K, 1 mile, kids dash, or virtual race. Enjoy shirts, mile marker refreshments, and support the Sunshine Camp for children with disabilities..

Join the Cazenovia Turkey Trot on Nov 27, 2025 for a chip timed 5K or 1 mile fun run along the scenic Gorge Trail. Family friendly event benefits Caz Cares and kids 12 and under run free.

December 2025

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.

Tackle about 9 miles of scenic but often icy and technical trails in Highland Forest, Fabius, then enjoy an all you can eat pancake breakfast at Skyline Lodge. Shortcuts make this a fun, flexible winter outing for runners and families.

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.

Mrs. McCormick's Ice House is a winter trail race on Jan 17, 2026 featuring a scenic, roughly 4 mile loop you can repeat for longer distances. Expect snowy trails and post race pancakes, hot drinks and awards at cozy Wilson Lodge.

Enjoy winter trail runs and a snowshoe race at Chenango Valley State Park during the Binghamton Pond Festival, with festival vibes near the start. Choose 10k, 20k or 50k loops or a free kids run and support local youth programs.

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 a festive 5K through vineyards and orchards at Three Brothers Spiked Apple in Geneva. Enjoy cider, a cider donut, a finisher medal and free finish line photos in a family friendly event open to all ages.

English's Ridge Rumble returns April 18, 2026 at Green Lakes State Park with 50 km, 20 mile and 10 mile options on scenic but challenging trails. Expect varied surfaces, technical sections, open fields, and about 1,300 ft of climbing.

UTMB Index
May 2026

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.

Take on the rugged Sehgahunda Trail Marathon and relays at Letchworth State Park on May 16 with the Vale of Three Falls races on May 17. Expect technical singletrack, big climbs, handmade finisher medals and a true trail weekend.

Run sandy beach and lakeside trails with a scenic climb at Green Lakes State Park in the Sand to Serengeti race on May 17, 2026. Choose a 10 mile challenge or a breezy 3 mile loop and finish with a medal or sports towel.

Run the Vale of Three Falls at Letchworth State Park on May 17, 2026 with 5K, 10K or 15K routes that follow a scenic service road overlooking the Genesee River. Expect rugged terrain, big hills and post race refreshments.

Cayuga Trails in Ithaca NY on May 30 threads epic singletrack through gorges, waterfalls and historic stone stairs with big climbs. Pick a 50 mile or 50K route and enjoy stocked aid stations, drop bag support, local post race food and a fin..

Tackle scenic singletrack in Robert H Treman State Park at Lucifer's Crossing. Choose 5K, 10K or a half marathon with a rolling rim trail climb, gorge descents and historic stone staircase for challenging, unforgettable views.

June 2026

Join YMCA Race Weekend at Green Lakes State Park on June 13 and 14, 2026 for swim bike run races, an 8K trail run and kids beach fun. All events benefit YMCA programs and celebrate community spirit led by volunteers.