Trail Running calendar near Pittsford 2025-2026

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.

Enjoy a scenic 5K through Sheldrake Point Winery vineyard with Cayuga Lake views, then relax with live music, a food truck and a complimentary glass for participants 21 and over. Finishers get a tech shirt and a souvenir stemless wine glass..

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Run under the stars on rugged trails at Batawa Ski Hill for Dark & Dirty on July 11, 2026, with 7 km and 14 km options. Headlamps are required, and race shirts, finisher medals, water stations and snacks will keep you going.

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 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.