Trail Running calendar near Cortland 2025-2026

The High Tor Trail Marathon is a scenic running event taking place in Naples, NY, featuring both half marathon and marathon distances. The race begins and ends at Naples Community Park, offering participants a mix of gentle terrain and challenging climbs through the High-Tor Wildlife Management Area..

The Great Hill Ultra is a challenging 62-mile trail race held in the Finger Lakes region near Naples, NY. The course features rugged terrain, including hills, valleys, gully rim trails, and scenic views, traversing through swamplands and hilltops. Participants enjoy a route that combines favorite lo..

The Keuka Outlet Trail Half Marathon & 10K is an exciting running event set to take place in Penn Yan, NY, featuring scenic trails along the Minnesetah River. Participants can choose between a half marathon, a 10K, or virtual options for both distances. The course showcases picturesque waterfalls an..

The Mighty Mosquito Trail Race and Relay is an exciting running event taking place in Honeoye Falls, NY, featuring various race options including a 100-mile solo challenge, a 50-mile solo race, and relays for teams of up to six participants. New this year is the Mega Mosquito 50-mile option and a 50..

The Newbsanity Extreme Ravine Trail Race is an adventurous running event taking place in Binghamton, NY, featuring a challenging course designed for thrill-seekers. Participants can choose from three events: a 5K, a 15K, or a grueling 12-hour race. The course is set in the southern trail system of t..

The Twisted Branch Trail Run is an ultra-running event set in the scenic Finger Lakes region of New York, featuring a challenging 100K course that showcases the area's natural beauty. This point-to-point trail run, primarily on single track, offers a unique experience for runners, with an elevation..

Fellows Frolic is a trail running event held at Greek Peak Mountain Resort in Tully, New York. Participants can choose between a 3-hour race or a $1,000 challenge, both featuring a 3.3-mile loop with 607 feet of elevation gain. The race emphasizes camaraderie and safety, with runners starting their..

The Winona Forest Backyard Ultra is a unique endurance running event held in Mannsville, NY, designed for runners of all abilities. Participants complete a 4.167-mile loop every hour, with the challenge of being the last runner standing. Runners must return to the starting line within the hour to co..

The Green Lakes Endurance Runs is an exciting running event held at Green Lakes State Park in Fayetteville, NY, featuring multiple race distances including 100K, 50K, 25K, and a new 12-hour timed race called GLER GALEFORCE. Participants will navigate a varied trail course that includes single and do..

The Two Hollows Monster Marathon and Half Marathon is a trail running event held in the scenic Kennedy State Forest in Virgil, NY. The course features well-maintained trails with rolling single tracks, challenging hills, and beautiful forest scenery, including hemlock groves and fern-covered hardwoo..

The Salt Springs Field, Forest & Falls Trail Race is a challenging and scenic trail running event taking place in Montrose, Pennsylvania. Celebrating its 13th year in 2025, participants can choose from three race distances: 5K, 10K, and 50K. The courses traverse technical trails through an old-growt..

The Brookfield Classic is a trail running event held in Brookfield, New York, within the Charles E Baker State Forest. Participants can choose from three race distances: a 5K, 15K, or a 50K Ultra Marathon. The 5K is suitable for beginners or those who enjoy a shorter run, while the 15K offers a chal..

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, held at Gannett Hill Park in Naples, NY, celebrate their 10th anniversary in 2025. The event features a half marathon and a 5-mile trail race through scenic, wooded terrain with rolling single-track trails, rocks, roots, and stunning views. Participants can enjoy aid..

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 stunning views. Participants can expec..

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 Parallel of Latitude Endurance Race is an 8-hour running event held at Dryden Lake Park, New York. Participants can run or walk on a flat, scenic 3.45-mile rail trail, with no mileage or time cutoffs, making it suitable for all paces and fitness levels. Runners can compete solo or in relay teams..

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..