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.

Take on Many On The Genny, a 45 mile trail ultra through Letchworth State Park's gorge with long climbs, footbridges and sweeping views. Solo, relay and women's only entries available; registration opens Jan 1, 2026.

Join RHSC's Super Hear O 5K & Family Fun Day at Seneca Park on June 28 for a lively 5K run or one mile walk and family friendly activities. Celebrate and support services for children with special needs while enjoying a community morning of..

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..

July 2026

Take on singletrack through Danby State Forest at Danby Down & Dirty on October 11, 2025, hosted by the Finger Lakes Runners Club. Expect crisp autumn foliage and scenic views in FLRC's final trail race of the season.

Enjoy wooded singletrack, fields, bridges and old growth forest in Webster Park and nearby preserves with a 10 Miler, 3.5 Miler or 1 Mile kids run. Pre registration only with limited spots; aid is cup free mid course so bring a bottle.

Run the Mighty Mosquito Trail Race & Relay on July 25 and 26, 2026 at Mendon Ponds, with distances from 10 miles to 100 miles plus team relays. Camp nearby and support the Blue Foundation.

August 2026

Test your limits at the Twisted Branch Trail Run in Naples, NY, a rugged point to point 100K on Bristol Hills singletrack. Full aid stations and a 20 hour cutoff make it a UTMB and Western States qualifier.

September 2026

Discover scenic trail running at Ontario Summit Trail Races in Gannett Hill, with a relaxed short course and long course that focus on fun over exact distance. Enjoy post race food, camping options, giveaways and a friendly community vibe.

Tackle Camptown Races on Saturday, September 12, 2026, featuring a scenic 10k, new 5k, and a fun 10k relay. The mixed road and technical trail course includes roots, rocks, and a creek crossing for a challenging, adventurous run.