Trail Running calendar near Naples 2025-2026

We have found 51 Trailruns within 80 miles of Naples. See below where and when you can find the races.

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..

The Heart of Tioga Trail Run is an annual 5K trail running event held in Wellsboro, Pennsylvania, supporting the Heart of Tioga Pregnancy and Parenting Support organization. The event features a scenic trail course that is not stroller friendly, inviting participants to walk or run. Registration is..

Fellows Frolic is a trail running event held at Morgan Hill State Forest near Tully, New York, featuring a challenging 3.3-mile loop with 607 feet of elevation gain. Participants follow orange blazes on the Fellows Hill Loop Trail, with scenic views near Spruce Pond. The event offers two main races:..

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, and a new 12-hour timed race called GLER GALEFORCE. The main course loops are about 8 miles long, featuring varied terrain such as single an..

The West Almond Trails IMPACT Run is an annual trail running event held in Belmont, New York, within the scenic Phillips Creek and Turnpike State Forests. The race offers multiple distances including a 5K walk or run and a 10K run, with special categories for IMPACT members and high school or colleg..

The Two Hollows Monster Marathon and Half Marathon takes place in the scenic Kennedy State Forest near Virgil, NY, featuring well-maintained trails between Daisy Hollow and Babcock Hollow. The course offers rolling single-track paths, challenging hills, and shaded hemlock and hardwood forests, with..

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 a USATF-certified half marathon and a 5K race, both run on a flat, fast, and mostly packed stone dust surface that follows a former railroad..

September 2025

The Pine Creek Challenge is a scenic trail running event held in Wellsboro, Pennsylvania, featuring distances of 100 miles, 100K, 50 miles, and a marathon. The course follows the Pine Creek Rail Trail, a 63-mile crushed stone path through the Pine Creek Gorge, known as the "Grand Canyon of the East...

The Bread of Life Outreach Center Wellness Day 5K Trail Run will take place in Glenwood on Saturday 6 September 2025. You can run 5 kilometers.

The Glen Iris 10K Trail Run will take place in Castile on Sunday 7 September 2025. You can run between 5 and 10 kilometers.

The Mill to Mill 5K/10K (Keuka Outlet Trail) is an annual running event held in Penn Yan, New York, starting and finishing at Cascade Falls along the scenic Keuka Outlet Trail. The race offers two distances: a 5K and a 10K. Both courses pass by the picturesque Seneca Mills Falls, with the 10K extend..

The Ontario Summit Trail Races, held at Ontario County Park at Gannett Hill in Naples, NY, offer a scenic trail running experience featuring a half marathon and a 5-mile race. The half marathon covers 13.1 miles of rolling, tree-covered single-track trails around the summit of Gannett Hill, the high..

The Virgil Crest Ultras, held in Cortland, New York, is a challenging trail running event featuring distances of 100 miles, 50 miles, and 50 kilometers. Known for its significant ascents and descents, the course offers steep climbs, singletrack forest trails, and less technical footing that allows r..

The ESM Open XC Race 2025 is a 5K cross-country running event held at Pine Grove Middle School in East Syracuse, New York. The race takes place on the school's varsity cross-country course, offering a competitive and scenic route for runners of all levels. Open to all participants, the event encoura..

The ROCovery Fitness Annual Run/Walk & X-Challenge is held in Henrietta, NY, at Mendon Ponds Park. This event celebrates fitness and recovery during National Recovery Awareness Month and supports individuals recovering from alcohol and substance use disorders. Participants can choose from multiple o..

The Sleigh Me 24 and 48 Hour Ultra will take place in Shortsville from Friday 19 September 2025 to Sunday 21 September 2025. You can run between 24 and 48 kilometers.

The Step Outdoors TRYathlon & 5K Trail Run/Walk takes place at Hills Creek State Park in Wellsboro, Pennsylvania. Participants can choose to compete solo in the TRYathlon, join a team, or participate in the 5K Trail Run/Walk. The TRYathlon consists of three legs: running or walking a course around H..

The Broken Cabin 10k is a trail running event held just outside Batavia, NY, on a privately owned trail system. Designed to accommodate runners of all levels, the race offers a welcoming, backyard atmosphere focused on fun and quality. Participants can challenge themselves on scenic trails while enj..

The Morgan Hill Trail Races, held in Morgan Hill State Forest near Fabius, NY, offer a challenging and scenic trail running experience in Central New York. The event features multiple distances including a Half Marathon, Marathon (nicknamed the "Meat Grinder"), a new 100km ultra, and a 4-person 100k..

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