Trail Running calendar near Naples 2025-2026

We have found 63 Trailruns within 80 miles of Naples. See below where and when you can find the races.

The English's Ridge Rumble is an annual trail running event hosted by Salt City Trail Racing at Green Lakes State Park in Fayetteville, NY. Scheduled for April 12, 2025, this popular race features three distances: 50km, 20 Miler, and 10 Miler, catering to both seasoned runners and newcomers. The cou..

The 6 Hour Distance Classic is an annual running event held in Amherst, NY, where participants can run or walk for up to six hours, covering as much distance as possible. The event features a USATF-certified course, including a half-marathon and a full marathon, with the opportunity for runners to q..

The Webster Trail Classic is an exciting running event held in Webster, NY, featuring a 10-mile race, a 3.5-mile race, and a Kids Fun Run. The course traverses three distinct parks, offering a variety of trail experiences, including wooded paths, open fields, and elevation changes. Runners will enjo..

The Hip Hop Hooray 5K is an annual trail run taking place at Spring Lake Winery in Lockport, NY. Scheduled for April 19, 2025, this event features a scenic course through groomed trails and vineyards. Participants can enjoy a post-race celebration with food, drinks, and live music, along with a comp..

The Muddy Sneaker 20K Trail Run is a challenging trail race held in the Hi Tor Wildlife Management Area in Naples, NY. Established in 2000, this event features a rugged course with significant elevation changes and various natural obstacles, making it a true test of endurance and skill. The race is..

The Allegany Adventure Run is an annual trail running event held in the scenic Art Roscoe Trail System of Allegany State Park, Salamanca, NY. Participants can choose from three challenging distances: a 5K, a 13K, and a 27K, each offering unique terrain and beautiful views. The event features well-ma..

May 2025

The Hills Creek Endurance Challenge, taking place on May 3, 2025, offers a variety of running options including a new 12-hour relay, alongside 3-hour and 6-hour individual events. Participants will navigate a scenic 3-mile loop around Hills Creek Lake, primarily on single-track trails, with a total..

The Medved Madness Trail Races is an annual spring event held at Mendon Ponds Park, featuring two main races: a Long Course of approximately 13 miles and a Short Course of about 5 miles. Participants can also enjoy a free Kids K Trail Race. The event includes a post-race barbecue, allowing runners t..

Brandon's Run is a 5K race and walk held in memory of Brandon Wilson, aimed at supporting two scholarships for seniors at Northeast Bradford School. The event features a basket raffle, a 50/50 drawing, and awards following the race. All proceeds from the event will contribute to the scholarships, ho..

The Mind The Ducks 12 Hour is an ultramarathon event taking place in Webster, NY, where participants aim to run as many laps as possible within a 12-hour timeframe. Each lap measures approximately 1.01203 miles, and only complete laps are counted towards the total distance. The event is organized by..

Trail Prom is an exciting running event organized by Salt City Trail Racing, taking place in Fabius, NY. This unique race features an elimination-style tournament format where participants compete in two-person teams, with options for the "Senior Prom" (8 to 20 miles) and the new "Junior Prom" (4 to..

The Sand to Serengeti is a trail running event held at Green Lakes State Park, featuring two race distances: a 10-mile and a 3-mile course. The race begins at the sandy beach, winding around Round Lake and up towards the scenic Serengeti area before returning to the beach. Participants in the 10-mil..

The Sehgahunda Trail Marathon, Marathon Relay, and Vale of Three Falls is a running event taking place at Letchworth State Park in Portageville, NY, from May 17 to May 18, 2025. Participants can choose from various events, including a 26.3-mile trail marathon, 2-person and 4-person relay teams, and..

The Vale of Three Falls event, organized by YellowJacket Racing, features three running distances: a 5K, 10K, and 15K, set in the scenic Letchworth State Park. Participants can enjoy an out-and-back course that showcases beautiful views of the Genesee River and the park's natural beauty. Each race o..

The Chief Wetona Challenges is a family-friendly running event featuring two course options: a four-mile and a seven-mile race, set in the scenic Mt. Pisgah State Park. The race emphasizes inclusivity, offering free entry for children under 12 and a reduced fee for teens aged 13-18.Participants can..

The Highland Forest 1-2-3 Trail Run, taking place on May 24, 2025, in Fabius, NY, offers a unique trail running experience with three race options: 10 miles, 20 miles, and a 50K (31 miles). This event emphasizes a minimalistic approach, featuring a challenging course with limited aid stations but re..

The Mendon Mauler Trail Run, scheduled for May 30, 2025, offers participants a choice between a 4-mile or 8-mile off-road challenge at Mendon Ponds Park. The event features scenic trails with varying inclines, making it a perfect way to enjoy a Friday evening outdoors. Participants are encouraged to..

Cayuga Trails is a renowned running event organized by Red Newt Racing, featuring a scenic course through the picturesque landscapes of Ithaca, NY. Participants can choose between two challenging distances: a 50-mile race with approximately 10,203 feet of elevation gain and a 50K race with around 6,..

June 2025

Lucifer's Crossing is an exciting running event hosted by Red Newt Racing, taking place at Old Y Camp in Robert Treman State Park, Ithaca, NY. Participants can choose from three distances: a half marathon (13.2 miles), a 10K (~6.66 miles), and a 5K (3.3 miles). The course features stunning scenery a..

The Frost Town Trail Festival is an exciting running event that showcases the stunning landscapes of the RMSC Cumming Nature Center in Naples, NY. Participants can choose between a challenging 25k or a more accessible 10k trail run, both designed to highlight the area's natural beauty and support en..