Trail Running calendar near Naples 2025-2026

RHSC's Super Hear-O 5K & Family Fun Day is an annual event held at Seneca Park - Wegman Lodge in Rochester, NY. Scheduled for June 22, 2025, it features a 5K road run/walk and a one-mile walk/roll/stroll, welcoming runners, walkers, rollers, and strollers of all ages. The event celebrates the effort..

Run With a View V is a trail running event held in Troy, Pennsylvania, featuring a 5K course through the scenic Mt. Pisgah County Park. Unlike typical road races, this trail run challenges participants with varied terrain including rocks, tree roots, grass, dirt, and hills, offering a more rugged an..

Many On The Genny is a 45-mile trail ultramarathon held in Letchworth State Park near Castile, NY. The course features both sides of the famous gorge, offering runners a challenging mix of single track trails, fields, footbridges, and bridle paths. Participants will enjoy stunning vistas and demandi..

The Finger Lakes 50s is an internationally recognized ultramarathon held in the Finger Lakes National Forest in Hector, NY. The event offers three distances: 25K (16.5 miles), 50K (approximately 32.9 miles), and 50 miles. All races follow the same 16.5-mile loop course featuring 85% single-track tra..

The High Tor Trail Marathon, held in Naples, NY, offers both a half marathon and a full marathon option, with the latter consisting of two loops of the half marathon course. The race begins and ends at Naples Community Park, featuring a scenic route that includes vibrant downtown streets and challen..

The Great Hill Ultra is a challenging 62-mile trail race set in the scenic Finger Lakes region near Naples, NY. The course features diverse terrain including hills, valleys, swamplands, and gully rim trails, offering exceptional views throughout. Runners experience a unique route that passes through..

Amer’s Epilepsy Trail Run, known as "Seize the Day," is an annual fundraising event held at Mendon Ponds Park near Canfield and Douglas Roads in New York. The race offers 10K and 5K trail runs, as well as a one-mile fun run/walk, welcoming runners, walkers, hikers, and leashed dogs. The courses star..

The Keuka Outlet Trail Half Marathon & 10K takes place in Penn Yan, New York, along the scenic Minnesetah River in the Finger Lakes region. The event features out-and-back courses for both the half marathon and 10K, showcasing picturesque waterfalls, historic abandoned mills, and well-maintained tra..

The Rise & Run 50k is an ultramarathon event held in Wellsboro, Pennsylvania, featuring an out-and-back course along the scenic West Rim Trail. This challenging 50-kilometer race offers runners a chance to experience the natural beauty of the area, known for its rugged terrain and picturesque views...

The Rise & Run Ultra is a mountain trail race held in Wellsboro, Pennsylvania, along the scenic West Rim Trail in the Pennsylvania Grand Canyon. It offers two distances: a challenging 50K and a new 25K option, both featuring out-and-back courses. The event is known for its minimalist, back-to-basics..

The Mighty Mosquito Trail Race & Relay, held in Mendon Ponds, Mendon, New York, is a challenging ultramarathon event featuring multiple race distances and relay options. The premier race is the 100-mile solo run on a figure-8 course composed of two 10-mile loops with aid stations, offering a 34-hour..

The Kanyon Kids Trail Run is a free 5K trail running event held in Wellsboro, Pennsylvania, designed for children aged 12 and under. Organized by the Tyoga Running Club, the race aims to introduce young participants to trail running in a fun and supportive environment. The course features a 5K loop..

Brayden's Trail Of Strength is a 10k trail run and hike held in Wellsboro, Pennsylvania, through the scenic Tioga State Forest. The course features diverse terrain including old grades, steep slopes, snowmobile trails, stream crossings, dirt roads, and single-lane trails, offering a challenging and..

The Swain Mountain Race, held in Swain, NY, is a challenging 6.5-mile mountain trail race featuring nearly 2,500 feet of elevation gain. The course includes two loops: a 1.8-mile initial loop with a steady climb and a longer 4.8-mile loop that tackles some of Swain’s toughest ascents, including Clar..

The Beast of Burden - Summer is an ultra-distance running event held in Lockport, NY, featuring 25, 50, and 100-mile race options. Set along the historic Erie Canal Towpath, the course begins at Wide Water’s Marina, offering amenities like showers, restrooms, and a fully stocked aid station. Runners..

The Twisted Branch Trail Run is a challenging 100K ultra running event held in the Finger Lakes region of New York, starting near Naples, NY. The point-to-point course follows the historic Bristol Hills Branch trail, featuring nearly 95% single-track terrain through rugged and scenic landscapes. Wit..

Fellows Frolic is a trail running event held at Morgan Hill State Forest near Tully, New York. The race features a challenging 3.27-mile loop with 607 feet of elevation gain, marked primarily by orange blazes along the Fellows Hill Loop Trail. Participants run multiple loops within a 3-hour time fra..

The Green Lakes Endurance Runs, held at Tulip Hill Picnic Area in Green Lakes State Park, Fayetteville, NY, offer ultrarunning events including 100K, 50K, 25K races, and a new 12-hour timed race called GLER GALEFORCE. The courses feature varied terrain with well-maintained single and double track tr..

The Two Hollows Monster Marathon and Half Marathon takes place in Virgil, NY, on scenic trails within the Kennedy State Forest, between Daisy Hollow and Babcock Hollow. The course features rolling single-track paths, challenging hills, and shaded hemlock and hardwood forests, offering runners inspir..

The Black Diamond Express Trail Race, organized by the Mendon Foundation, takes place on the scenic Lehigh Valley Trail in Mendon, New York. The event features two distances: a 5K and a USATF-certified half marathon, both run on a flat, fast, and mostly packed stone dust surface that follows a forme..