Trail Running calendar near Penn Yan 2026-2027

We have found 88 Trailruns within 80 miles of Penn Yan. See below where and when you can find the races.

A free 5k trail run for children aged 12 and under near the east rim of the PA Grand Canyon, with finisher medals, T shirts and a post race lunch. The event emphasizes fresh air, new friends and ice cream.

A 10k trail run and hike through Tioga State Forest in Wellsboro, PA on August 1, 2026. Proceeds will be donated to the Chromosome 18 Registry and Research Society to support research into a rare genetic disorder.

A community trail event at Mendon Ponds Park on August 2, 2026 offering 10K, 5K and a one mile fun run or walk; dogs on leash are welcome and proceeds support epilepsy programs in Upstate New York.

An evening trail race at Fillmore Glen State Park offering 3-mile and 8-mile courses that run along the gorge rims and cross the creek on bridges. The marked routes include stairs, water stops, and count toward FLRC trail-circuit standings.

Explore the scenic trails of Monroe County during this four part mid week race series. Enjoy chip timed runs through various local parks along with post race cookouts and custom series participant awards.

A point to point 100K in Naples, NY on the historic Bristol Hills Branch trail through the Finger Lakes. Mostly single track with rugged terrain and a 20 hour cutoff; finishers earn four UTMB points and it is a Western States qualifier unde..

Test your endurance at this unique trail race in Tully where the coin toss determines your path. Complete as many loops as possible in three hours while alternating directions to stay on your toes.

Trail races at Green Lakes State Park include fixed-distance laps of about eight miles and a separate 12-hour timed event circling the lakes, with marked trails, staffed aid, finisher awards, and onsite race amenities.

Experience a 5K trail run or walk through the scenic landscape of Wellsboro. This annual event supports local pregnancy and parenting services in Tioga County through a community focused athletic challenge.

Black Diamond Express on August 23, 2026 features a 5K and a USATF certified half marathon along the Lehigh Valley Trail near Mendon, supporting the Mendon Foundation and trail maintenance with Monroe County Parks.

Trail runs and walks of 5K, 10K and 25K through Phillips Creek, Turnpike and Palmers Pond State Forests near Belmont NY, featuring rolling woods, creek crossings and mixed trail and gravel sections, hosted by IMPACT Friends.

Trail marathon and half marathon in Kennedy State Forest with age and gender based staggered starts including a nonbinary category. Courses use double out and back routes on rolling single track with significant elevation and aid stations e..

September 2026

Timed trail challenge on a 4 mile loop at Sugar Hill State Forest offering 3, 6 and 12 hour events, aid station and post-run food, camping options and limited entry capped at 100 participants.

Trail races at Ontario County Park in Naples, NY on September 12, 2026, offering a long and short course alongside camping, post-race food and drink, event apparel, and awards for overall finishers.

Trail runs along the Pine Creek Rail Trail near Wellsboro, PA with marathon, 50 mile, 100K and 100 mile options through the Pine Creek Gorge and its abundant wildlife and fall scenery.

Trail ultras near Cortland, NY offering 100 mile, relay, 50 mile and 50K options on steep, technical singletrack. Organizers plan a major course change and will publish maps and aid station details when ready.

Experience an outdoor adventure at Everest Park featuring a four mile obstacle course with forty natural and man made challenges. Families can choose between the full mud run or a specialized mini course for younger children.

A dog friendly community 5K at Campground Adventures in Hinsdale, NY, with 50 percent of proceeds benefiting the Cattaraugus County SPCA. Trails, local vendors, free parking, and refunds available up to seven days before the event.

Experience a historic trail run through Camptown featuring technical terrain and creek crossings. Choose between the 10k individual race, a 5k trail option, or a two-person relay through the Pennsylvania countryside.

Celebrate fitness and recovery at Mendon Ponds Park with a variety of road and trail races. Choose from five kilometer courses or a ten kilometer combination with options for added physical challenges.

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