Trail Running calendar near Penn Yan 2026-2027

We have found 62 Trailruns within 80 miles of Penn Yan. See below where and when you can find the races.

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.

Explore the forested trails of Western New York in this second annual event. Choose from 5K, 10K, or the new 25K distance, each offering a mix of hardwood stands, pine plantations, and varied terrain. The event supports trail improvement pr..

Explore the scenic and lesser-known trails of Kennedy State Forest in this trail marathon and half marathon. The course features rolling single track, forested scenery, and a unique age and gender based staggered start system. It's a cuples..

September 2026

The Ontario Summit Trail Races offer a revised course format with short and long trail options in Ontario County Park. The event features camping, post race food and beverages, and relaxed registration policies. It takes place in Naples, Ne..

The Pine Creek Challenge is a trail run on the scenic Pine Creek Rail Trail in Pennsylvania's Pine Creek Gorge. Runners can choose from 100-mile, 100k, 50-mile, and marathon distances on an out-and-back course. The event starts and finishes..

Tackle steep, technical forest trails at the Virgil Crest Ultras in Cortland, NY. Choose from ultra distances including 100M, 50M, and 50K races. Expect a challenging course with significant elevation change and a unique finisher's item.

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.

Run through the scenic "Grand Canyon of the East" at Letchworth State Park. Choose a 5K or 10K trail course, both starting near the Trout Pond. All finishers receive a medal and post-race food.

Experience the inaugural Greek Peak Running Festival featuring mountain trails and uphill climbs. Choose from diverse distances including night runs and family events at the scenic Greek Peak Mountain Resort.

Traverse four counties on nearly all single-track trails in this 100km ultramarathon. The point-to-point course starts and ends in Morgan Hill State Forest, featuring significant elevation and requiring self-sufficiency. A relay option is a..

October 2026

Take on the Green Monster Trail Challenge in Pennsylvania's Tioga State Forest. Choose from 15K, 25K, or a demanding 50K course with significant elevation gain. Enjoy local support, a post-race feast, and unique event swag.

Run a 5K through the private 157 acre Rochester Rotary Sunshine Camp on a mix of dirt trails and paved paths. Enjoy the post race Beer Fest and support accessible camping for children with disabilities.

Run a scenic 5K on the Lehigh Valley Trail in Mendon to support David’s Refuge. Enjoy a costume contest and a post race celebration at the Cottage Hotel Restaurant.

Experience 20 miles of stunning trails through Letchworth State Park, known as the Grand Canyon of the East. This event offers both a run and a hike past waterfalls and overlooks. Registration is limited, so plan ahead for this scenic autum..

November 2026

Experience three days of trail running at Mendon Ponds Park during this multi stage race series. Tackle diverse distances including a hilly time trial a stair climb finish and an eleven mile epic trail course.

December 2026

Experience a winter trail run in Pittsford New York with three distance options. Support local trail maintenance while tackling the Hell on roots climb and the Ski Hill Climb during this fundraising festival.

January 2027

The Frozen Assets Endurance Run is a 10k race held at Harriet Hollister Spencer State Recreation Area. It takes place in early January.

A winter trail race on a scenic 4-mile loop in Ontario County Park. Participants can choose their distance and enjoy a cozy post-race gathering in a heated lodge with pancakes and hot drinks.