Trail Running calendar near Naples 2025-2026

Fellows Frolic is a trail running event held at Morgan Hill State Forest in Tully, New York. The race features a challenging 3.3-mile loop with 607 feet of elevation gain, marked primarily by orange blazes along the Fellows Hill Loop Trail. Participants run loops in alternating directions, determine..

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..

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 is held at Sprague Brook County Park in Glenwood, New York. This event features an approximately 5K trail run/walk on wide groomed trails and grass, starting and finishing near the park's Warming Shelter. Participants registering by August..

The Glen Iris 5K & 10K Trail Run/Walk is a scenic event held within Letchworth State Park, known as the "Grand Canyon of the East," in Castile, NY. Participants will enjoy challenging woodland trails with breathtaking views of the Genesee River Gorge, wildlife, streams, and bridges. The race feature..

The Mill to Mill 5K/10K event, organized by Willow Running USA and the Friends of the Keuka Outlet Trail, will take place on September 13, 2025, in Penn Yan, NY. This annual race features both a 5K and a 10K course along the scenic Keuka Outlet Trail, starting and finishing at Cascade Falls. Partici..

The Broken Cabin 10k is a trail running event held just outside Batavia, NY, on a privately owned trail system suitable for runners of all levels. This inaugural race aims to create a friendly, backyard race atmosphere that emphasizes fun and quality. The course offers a welcoming environment for pa..

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 Gannett Hill, the highest point in O..

The Virgil Crest Ultras, held in Cortland, New York, offers challenging ultramarathon distances including a 100-mile, 50-mile, and 50K race. Known for its significant ascents and descents, the course features singletrack forest trails with less technical footing, allowing runners to find a flow. The..

The ROCovery Fitness Annual Run/Walk & X-Challenge is a celebration of fitness and recovery, taking place in Henrietta, NY. This event features multiple options, including a ROAD Course 5k, TRAIL Course 5k, a combined TRAIL Course 5k & X-Challenge, a VIRTUAL 5k, and a Twice The Fun 10k (Trail & Road..

The Sleigh Me 24 and 48 Hour Ultra is an exciting running event taking place at the Shortsville Reindeer Farm in New York. Participants can choose to run for either 24 or 48 hours on a one-mile loop featuring grass and trail terrain with minimal elevation. The event promises a fun atmosphere with re..

The Marilla Trail Race, set in the scenic Marilla Reservoir in Bradford, PA, features a variety of events including a 14-mile trail run, a 7-mile trail run, and a 4-mile hike. This race is designed for participants of all skill levels, offering well-marked trails that traverse diverse terrains with..

The Parallel of Latitude Endurance Race is an 8-hour fixed-time running event held at Dryden Lake Park near Dryden, NY. Participants run a flat, scenic 3.45-mile out-and-back course along a rail trail beside Dryden Lake. The race welcomes all paces, including walkers, with no mileage or time cutoffs..

The Unlimited Breadsticks Trail Race Half Marathon is a thrilling 13-mile trail race set to take place in Victor, NY. Participants will start at Parkview Fairways and run towards Valentown, enjoying scenic trails along the way. The event promises a fun atmosphere, culminating in a post-race celebrat..

Rob's Trail Fest is a trail running event held in Hemlock, New York, featuring marathon, 15K, and 5K distances. Scheduled for October 11, 2025, the race takes advantage of stunning fall foliage. The marathon course includes two challenging 800-foot technical climbs on single track trails, offering s..

The HoliTrot Fall Festival Trail Run is an annual event held at HoliMont, America's largest private ski resort located in Ellicottville, New York. This festival features a kids' race alongside a 5K trail run, offering a family-friendly atmosphere that celebrates outdoor fitness and community spirit...

The Green Monster Trail Challenge is a demanding trail running and hiking event held in Wellsboro, Pennsylvania, within the scenic Tioga State Forest near the PA Grand Canyon. It offers three race distances: 15K, 25K, and a challenging 50K, featuring total ascents of approximately 1,700, 4,000, and..

The Sunshine Camp Trail Mix & Beer Fest is an annual event held in Rush, NY, designed to support children and young adults with disabilities. This fun-filled occasion features a 5K trail race that showcases the beautiful 157-acre Rochester Rotary Sunshine Camp, combining paved sidewalks and natural..