Trail Running calendar near Penn Yan 2026-2027

We have found 81 Trailruns within 80 miles of Penn Yan. See below where and when you can find the races.

A family oriented event on June 30th, 2024 featuring a 5K race and children's activities that raises funds to benefit the Rochester Hearing and Speech Center with sponsorship options available.

Experience the trails of Mendon Ponds Park during this evening trail run featuring 4 and 8 mile distances. This cup free event follows a 4 mile loop through scenic terrain with various inclines and local wildlife.

Experience a variety of multi sport events at Green Lakes State Park. Choose from a triathlon, duathlon, or an 8K trail race held throughout a weekend of competition in Central New York.

Run with a View V is a 5K trail race at Mt. Pisgah County Park in Troy, PA on June 13, 2026. The marked course goes through woods and over rocks, roots and small hills and is not stroller friendly.

A 45 mile all-trail ultra in Letchworth State Park that uses both sides of the gorge, with a relay option. Five stocked aid stations and one water stop serve long remote sections between stations.

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.

An obstacle course Last Man Standing event in Binghamton on June 27–28, 2026 where athletes run roughly 3 mile loops each hour until one remains. Relay teams of 3 to 6 complete either 12 or 24 hours as a team.

Experience a scenic 5K run through the 200 acre Sheldrake Point Winery featuring cross country trails and views of Cayuga Lake followed by live music and wine.

July 2026

Finger Lakes 50s on July 4, 2026 features 50 mile, 50K and 25K trail races on a 16.5 mile loop in Finger Lakes National Forest near Hector, NY. The course mixes single track, pastures and roads and has four aid stations.

This trail run in Naples, NY explores the scenic High-Tor Wildlife Management Area. The course starts in the community park, features significant climbs on the Finger Lakes Trail, and passes multiple aid stations. Runners can choose between..

Run along the scenic Minnesetah River in Penn Yan featuring historic mills and waterfalls. This trail event offers half marathon and 10K distances with a festive post race party at the local Moose Lodge.

The Rise & Run 50k is an out-and-back ultramarathon on the remote West Rim Trail in Pennsylvania's Pine Creek Gorge. The event features a single aid station and includes a pre-race campout. Participants receive a shirt and a unique wooden f..

Trail ultramarathon on the West Rim Trail near Wellsboro, PA on July 18, 2026. Two distances, limited on-course support, post race breakfast and a Rise & Run camp cup for finishers.

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.

The Webster Trail Classic is a scenic trail run through three distinct parks in Webster, NY. Runners can choose between a 10-mile or a 3.5-mile course, each offering varied terrain. A free kids fun run is also part of the event.

A two-day trail running festival on July 25 and 26, 2026 with ultramarathon, shorter distance and relay options around Mendon Ponds. Proceeds support the Blue Foundation.

August 2026

Experience a loop based trail race at the Newbsanity Adventure Center featuring creek crossings and swamps. Choose between 5K, 15K, or 50K distances with an optional rucking class for those seeking a weighted challenge.

Experience an intense mountain trail race at Swain Ski Resort featuring 2500 feet of elevation gain across two loops. This USATF Niagara Championship event tests runners with steep ski slope climbs and rapid descents.

A free 5K trail run for kids 12 and under in Wellsboro, PA. The course features stream crossings and over 750 feet of climbing, with volunteers along the route. A post race lunch is included.

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.