Trail Running calendar near Penn Yan 2026-2027

A 12-hour ultramarathon on a 1.01203 mile loop in Webster, NY, where runners count full laps only; proceeds benefit Rochester Rotary Camp Sunshine and the Greater Rochester Running Club organizes the event.

A timed outdoor trek on Greek Peak’s wooded single-track and ridge trails, offered in 7, 14, 21, and 28 mile distances. Optional weighted vests add bonus finisher swag; higher distance entrants may earn the UltraTrax Grey Wolf medal for fin..

An obstacle course event in Binghamton, NY featuring a 3.5 mile course across 100 acres of woods, timed elite and multi lap heats with cash prizes, and untimed open waves where participants receive a shirt and medal.

A community 5K race and walk in Rome, PA on May 9, 2026 that raises funds for two $1,000 scholarships for Northeast Bradford School District seniors, with a basket raffle, 50/50 drawing and post-race awards.

Experience the beauty of Letchworth State Park through a series of trail races ranging from a 5K to a full 26.3 mile marathon. Choose a solo challenge or join a relay team for a weekend of trail running in Western New York.

A looped trail event at Hammond Hill State Forest offering 8.5, 17, and 26.2 mile options on marked trails with two aid stations, limited parking, online registration, and age and gender awards.

Experience the natural beauty of Green Lakes State Park with a 10 mile or 3 mile trail race. Run through scenic lakeside paths and open fields starting and finishing at the local sandy beach.

Timed one hour and two hour laps plus a kids run on a 0.8 loop through Ross Park Zoo, with a custom shirt, medal, and zoo admission included; proceeds support the zoo and fundraising can win a Red Panda encounter.

Three out-and-back distances through Letchworth State Park on May 17, 2026, with hilly gravel roads and Genesee River views. Post-race food, shirts, and finisher medals are provided.

Experience the trails of Highland Forest County Park with 10 mile, 20 mile, and 50K distance options. This event features technical terrain and significant elevation gain through forests and logging lanes near Fabius.

The Mills Miles is a Last Runner Standing event at Powder Mills Park in Pittsford, NY featuring repeated one mile loops with time cutoffs, a final all out lap, post-race BBQ and awards, and fundraising support for TrailsROC.

A budget-friendly midweek trail series across four Monroe County parks offering single-race entries or an all four series option. Features chip timing, a post-race cookout, series scoring and awards plus a custom hat for series entrants.

A trail ultramarathon at Robert Treman State Park on May 30, 2026, offering 50K and 50 Mile courses with substantial elevation. Routes are mostly singletrack and pass waterfalls, stone stairs, multiple aid stations, and managed drop bag sup..

Lucifer's Crossing on May 31, 2026 in Robert Treman State Park features trail 5K, 10K and a 13.2 mile half that pass through Lucifer Falls gorge and Finger Lakes singletrack.

A four-week, 90-minute trail running series for runners comfortable with about 3 miles. Sessions cover warm-ups, guided runs, hill and footwork drills, gear and safety, and include trail socks and gifts.

Trail runs in Naples NY with a rugged 25K single loop around the Cumming Nature Center and Honeoye Inlet Wildlife Management Area and a more runnable 10K. Proceeds support environmental education at the RMSC Cumming Nature Center.

A farm-based ultrarun on 06/06/2026 at Fish's Farm Market in Shortsville, NY where participants run or walk as many 1.52-mile loops as they wish. Timing, aid station, medals, prizes and raffles; proceeds benefit Colony Caregivers.

Join an inclusive superhero themed event at Seneca Park featuring a 5K road run and a paved one mile walk. Celebrate the mission of the Rochester Hearing and Speech Center with family activities and ice cream for all participants.

Trail races at Mendon Ponds Park on a 4 mile loop with an 8 mile two loop option. The course is off road with about 350 ft of elevation gain per loop and requires runners to carry their own fluids.

A two-day event at Green Lakes State Park with Saturday swim-bike-run races and Sunday trail and kids runs. Registration opens July 21, 2025 and fees vary by event.