Trail Running calendar near Penn Yan 2026-2027

We have found 57 Trailruns within 80 miles of Penn Yan. See below where and when you can find the races.

Experience an evening trail run through Mendon Ponds Park with 4 mile and 8 mile options. This self-sufficient race features a loop course through scenic meadows and eskers followed by a post-race cookout.

This two-day tradition in Central New York racing takes place at Green Lakes State Park. Saturday features a variety of multisport events, including a sprint triathlon and duathlon. Sunday is dedicated to an 8K trail race, with a challenge..

Run With a View V is a 5K trail race at Mount Pisgah County Park in Pennsylvania. The course takes runners on a scenic, marked route through woods and paths over varied terrain. It's a fun, off-road challenge through the park's natural land..

Many On The Genny is a 45-mile trail ultra taking runners along both sides of Letchworth State Park's famed gorge. The course features beautiful vistas, steep climbs, and remote sections where self-sufficiency is key. It offers both a solo..

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

The Finger Lakes 50s offers a scenic trail running challenge on a looped course through the Finger Lakes National Forest. Choose from 25K, 50K, or 50 mile distances, all finishing with a BBQ and community atmosphere. Camping is available fo..

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..

This event takes runners on an out-and-back journey along the scenic Keuka Outlet Trail, passing waterfalls and historic mills. The race in Penn Yan, NY is capped at 400 participants and finishes with a post-race celebration.

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..

Rise & Run Ultra offers a 50K and 25K on the scenic West Rim Trail in Pennsylvania's Grand Canyon. Both races feature an early morning start and a self-supported, no-frills format. The first male and female finishers earn a free entry for n..

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.

The Mighty Mosquito Trail Race in Mendon Ponds, NY offers a weekend of trail running with distances from 5 to 100 miles, plus relay options. The event features solo and team formats, including a unique nighttime 50K. All proceeds support th..

August 2026

Take on rugged ravine trails in Binghamton with 5K, 15K or a timed 12 Hour endurance challenge. Expect steep climbs, creek crossings and technical terrain, plus an option to race with a weighted pack for added grit.

Run steep ski slopes at Swain Ski Resort in a mountain trail race with two loops and nearly 2,500 feet of climbing, including the Robinson ascent. Enjoy post race food and drinks and chase championship and age group prizes.

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.

This point to point 100 km trail race traverses the historic Bristol Hills Branch in the Finger Lakes. With a 20 hour cutoff, it offers a rugged, single track course with 11 aid stations. Free camping and a shuttle service are available.

The Green Lakes Endurance Runs offer trail races in a scenic state park. Runners can choose from 100K, 50K, 25K, or a 12-hour timed event on varied but runnable terrain. The event features strong support with multiple aid stations and finis..

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..