Trail Running calendar near Penn Yan 2025-2026

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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.

The Webster Trail Classic in Webster, New York was scheduled for July 25, 2026 with a scenic 10 mile, a 3.5 mile and a kids one mile through wooded single track, fields and bridges. This event has been cancelled.

Experience the Mighty Mosquito Trail Fest on July 25 to 26 at Mendon Ponds with two days of trails from short races to ultras and relays and camping nearby. Proceeds support the Blue Foundation and a welcoming community vibe.

Rugged 100K through Bristol Hills Branch near Naples NY, mostly single track and very technical, with a 20 hour cutoff. Finishers earn UTMB 4 points and sub 20 hour runners qualify for Western States.

Run scenic trails at Gannett Hill in the Ontario Summit Trail Races on September 12, 2026, with short and long course options for all levels. Post race food, a long sleeve shirt and pint glass plus camping make this a fun weekend.

Join the Camptown Races on September 12, 2026 for a lively 10k, new 5k, or 10k relay across a scenic road and technical trail course with roots, rocks, and a creek crossing. Perfect for solo runners and teams looking for a fun challenge.

Join ROCovery's Run Walk X Challenge on Sept 13, 2026 at Mendon Ponds Park in Henrietta, NY to support people in recovery. Run or walk in person or virtually with 5k and 10k options and help a cause that has engaged over 11,000 people.

The Hill to Hollow 100km will take place in Tully on Saturday 19 September 2026. You can run 100 kilometers.

Experience peak fall foliage and roaring waterfalls at Many Lite in Letchworth State Park on October 18, 2026. Choose a 20 mile run or a 20 mile hike through scenic overlooks and the Genesee River gorge.