Trail Running calendar near Naples 2025-2026

The Aw, Schugs 100 & 30hr event is a unique ultrarunning experience taking place at Dryden Lake Park in New York. Participants can choose to run either 100 miles or for 30 hours on a scenic loop course. This low-key event emphasizes fun and camaraderie, with no pressure for traditional awards, thoug..

Go Forth! is an exciting running event taking place in Dalton, NY, as part of the Common Ground Winter Trail Series. This year's theme, "Snakes & Cakes," invites participants to explore the scenic Rattlesnake Hill Wildlife Management Area on a 7.5-mile loop course. The event aims to foster a sense o..

Maple Madness: Mud, Sweat, & Syrup is an exciting trail running event held at Dewy Meadows Maple Farm in Warren Center, PA. Participants can choose between a 5K or 10K course, featuring a mix of dirt roads, climbs, and single-track trails. The event promises a fun and challenging experience, with fi..

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, attracting both seasoned runners and newcomers. The cour..

The Buffalo Runners 6 Hour Classic is an annual running event held in Amherst, NY, where participants can run or walk for up to six hours. This event features a USATF-certified course, allowing runners to complete a half-marathon or full marathon, with the latter qualifying for the Boston Marathon...

The Webster Trail Classic is an exciting running event set 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 old-growth forests. Runners will enjo..

The Hip Hop Hooray 5K is an annual trail run taking place at Spring Lake Winery in Lockport, NY, on April 19, 2025. Organized by iRun WNY, the event features a scenic course through groomed trails and vineyards. Participants can enjoy a post-race celebration with food, drinks, and live music.The fir..

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..

The Hills Creek Endurance Challenge is an exciting running event taking place at Hills Creek Lake in Wellsboro, PA, featuring a 3-mile loop primarily on single track trails. Participants can choose from 3-hour, 6-hour, or 12-hour options, with a new 12-hour relay format introduced for 2025, allowing..

The Medved Madness Trail Races is an annual spring trail running 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, crea..

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

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 across scenic Central New York trails. Runners can choose between the "Senior Prom,..

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 Trail Marathon, 2 and 4 Person Relay Teams, and distances of 5K,..

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. Participants will enjoy scenic views as the race begins at the sandy beach, winding around the lakes and through the park's beautiful trails. The event promotes..

The Vale of Three Falls event 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 offers unique challenges, with varyi..

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, allowing children under 12 to participate for free and offering a discounted rate for teens.Partic..

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 is characterized by its minimalistic approach, featuring limited aid stations but a challenging and..

The Mendon Mauler Trail Run, organized by YellowJacket Racing, offers participants a choice between 4-mile and 8-mile trail races set in the scenic Mendon Ponds Park. The event features a challenging course with a 4-mile loop that includes beautiful trails and significant elevation gain. Participant..

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,..