Trail Running calendar near Penn Yan 2026-2027

Run or walk through scenic vineyards and orchards at this professionally timed 5k in the Finger Lakes. Enjoy cider and homemade donuts at the finish line of this annual community event.

A spring trail race at Green Lakes State Park in Fayetteville NY with 50 km, 20 mile and 10 mile options on a 10.4 mile loop featuring varied terrain, two aid stations, and post race ramen with vegan options.

A 20K trail run through Hi Tor Wildlife Management Area near Naples NY, the Muddy Sneaker features steep elevation changes and mixed trail hazards. Entry was capped at 200 runners and a tiered refund policy applied.

Experience a monthly trail running series through the scenic landscapes of Mendon Ponds Park. Each event features timed races of varying distances followed by a social gathering with pizza and drinks.

Experience the natural beauty of Mendon Ponds Park with a choice of 13 mile and 5 mile trail races. Enjoy a festive atmosphere featuring a post race BBQ feast at Stewart Lodge.

A four week trail running series for runners who can run about 3 miles continuously, offering 90 minute sessions with technique drills, safety and gear guidance, and trail socks provided by Rochester Running Company.

Mind The Ducks is a 12-hour ultramarathon on a looped course in Webster, NY. Runners aim to complete as many 1.01203-mile laps as they can. The event supports a local charity and is organized by a running club.

Test your endurance at Greek Peak with a single day walking and rucking challenge through the scenic Finger Lakes foothills. Choose between distances ranging from 7 to 28 miles on a beautiful 1480 foot elevation loop.

A 3.5 mile obstacle course across 100 acres of wooded terrain with timed elite and age group heats, a multi lap endurance heat, and untimed open waves that include an event shirt and medal.

Brandon's Run is a 5K race/walk in Rome, PA on May 9, 2026, established in 2023 to raise funds for two $1,000 scholarships for Northeast Bradford School District seniors; the event also features a 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.

Take on the Susquehannock Trail Ultra in Coudersport PA on May 16, 2026, an 83 mile single track challenge with over 14,000 ft of climbing. Rugged navigation and remote aid stations make this a true endurance test with a 36 hour cutoff.

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.

Experience the scenic beauty of Letchworth State Park with out and back races on hilly gravel roads. Choose from 5k, 10k, or 15k distances featuring river views and historic Seneca trails.

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.

A Last Runner Standing style event at Powder Mills Park featuring repeated one mile loops with 25 timed cutoffs and a final all-out lap, on-site aid and a post-race barbecue with awards and giveaways.

Cayuga Trails in Ithaca, NY features a mostly singletrack 50 mile and 50K course through gorges, waterfalls, and historic stone stairs, supported by volunteers with a limited field cap and drop bag support.

A trail running event near Ithaca, NY with a half marathon, a 6.66 mile race, and a 5K, staged at the old Y Camp and using Rim Trail and Finger Lakes Trail sections. Entry includes park admission, shirt when guaranteed, and post race food.

Frost Town Trail Festival in Naples, NY offers a rugged 25K single loop and a shorter 10K on the Cumming Nature Center trails. The routes explore the Bristol Hills and support environmental education at the RMSC Cumming Nature Center.

Test your endurance on a 1.52 mile loop through a working produce farm in Shortsville. Complete as many laps as you wish while supporting local animal welfare services and enjoying the scenic farm environment.