Trail Running calendar near Naples 2025-2026

The Two Hollows Monster Marathon and Half Marathon takes place in the scenic Kennedy State Forest, between Virgil and Harford, NY. This unique event features well-maintained trails with rolling single track, challenging hills, and beautiful views, making it an excellent choice for both seasoned runn..

The Pine Creek Challenge is a scenic trail running event held in northern Pennsylvania, featuring a variety of distances including a 100 Miler, 100K, 50 Miler, and Marathon. The course runs along the picturesque Pine Creek Rail Trail, known for its stunning views through the Grand Canyon of the East..

The Bread of Life Outreach Center Wellness Day 5K Trail Run is set to take place at Sprague Brook County Park in Glenwood, NY. This event invites participants to enjoy a scenic trail run or walk, with registration fees supporting the outreach center. Those who register by a specified date are guaran..

The Glen Iris 5K & 10K Trail Run is set to take place at Letchworth State Park, known as the "Grand Canyon of the East," on September 7, 2025. Participants will enjoy scenic woodland trails along the Genesee River Gorge, with both distances starting and finishing near the Trout Pond. The event suppo..

The Broken Cabin 10k is an exciting inaugural running event set to take place in Batavia, NY, featuring a scenic privately owned trail system suitable for runners of all levels. The event aims to create a friendly, backyard race atmosphere, encouraging participants to enjoy themselves while challeng..

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 Ontario Summit Trail Races, hosted by FarFetched Enterprises, celebrates its 10th Anniversary on September 13, 2025, at Ontario County Park in Naples, NY. This event features a half marathon and a 5-mile race, both set on scenic, rolling trails around Gannett Hill. New for 2025, participants can..

The Virgil Crest Ultras is an exciting running event taking place in Cortland, NY, featuring challenging courses of 100 miles, 50 miles, and 50K. Known for its steep ascents and descents, the event promises a beautiful experience through singletrack forests and scenic views. Participants can expect..

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 taking place at Dryden Lake Park, NY. Participants can choose to run solo or in relay teams of 2-6 members, covering a scenic 3.45-mile out-and-back trail. The race encourages all paces, welcoming both competitive runners..

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 an exciting trail running event taking place in Hemlock, NY, featuring three race distances: a marathon, a 15K, and a 5K. Scheduled for October, the event showcases the stunning fall foliage, making it a picturesque backdrop for participants. The marathon includes two challenging..

The Green Monster Trail Challenge is an exciting trail running event held in the scenic Tioga State Forest in Wellsboro, PA. Participants can choose from three challenging distances: 15K, 25K, and a grueling 50K, each featuring steep climbs and technical descents. This event is designed for runners..

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..

Nocturnal 12 is a unique 12-hour endurance race taking place in Rochester, NY, on October 18-19, 2025. This event allows participants to run or walk along a scenic, mostly flat 2.06-mile out-and-back course on the Lake Ontario State Parkway Trail. The race is designed to be inclusive, welcoming walk..

Many Lite is an exciting running and hiking event taking place in the picturesque Letchworth State Park, known as the Grand Canyon of the East. Participants can choose between a 20-mile run or a 20-mile hike, both offering stunning views of waterfalls, overlooks, and vibrant fall foliage. The event..

The Run for Your Life 5k is a unique running event that combines the thrill of a race with the excitement of a haunted house experience. Set to take place in Batavia, NY, participants will navigate the course in darkness, illuminated only by required headlamps and some LED lights. The event features..

The 0 Degree Winter Trail Festival is a running event taking place in Pittsford, NY, featuring three race distances: 15 miles, 10 miles, and 5 miles. This festival not only promotes outdoor activity during the winter months but also serves as a fundraiser to support various trail projects. Participa..