Trail Running calendar near Cortland 2026-2027

Trail runs in Webster, NY across three neighboring parks with approximate 10-mile, 3.5-mile, and 1-mile kids options; the planned edition of the Webster Trail Classic was cancelled.

Join the Mighty Mosquito Trail Fest July 25-26 at Mendon Ponds for a weekend of trail runs from 5 miles to 100 miles, team relays, camping, night runs and communal meals. Proceeds benefit the Blue Foundation.

Take on rugged ravine trails in Binghamton with 5K, 15K or a timed 12 Hour endurance challenge. Expect steep climbs, creek crossings and technical terrain, plus an option to race with a weighted pack for added grit.

Run the rugged Bristol Hills Branch on a 100K point to point ultramarathon through the Finger Lakes, mostly single track with big climbs and scenic views. With a 20 hour cutoff and UTMB and Western States qualifying status, it rewards grit.

Run technical trails through old growth forest, waterfalls and steep climbs at the Salt Springs Field, Forest & Falls Trail Races. Choose 5K, 10K or a grueling 50K five loop challenge while supporting park trail conservation.

Run the Two Hollows Monster Marathon or Half Marathon in Virgil NY on Aug 30, 2026, over scenic hemlock and hardwood trails with rolling single track and a tough climb near the finish. Cupless race so bring your own hydration.

Hit the trails at Ontario Summit Trail Races in scenic Ontario County Park at Gannett Hill, with short and long course options for trail runners of all levels. Enjoy camping, post race food and drinks, giveaways and a friendly community vib..

Join the Camptown Races on September 12, 2026 for a lively 10k, new 5k, or 10k relay across a scenic road and technical trail course with roots, rocks, and a creek crossing. Perfect for solo runners and teams looking for a fun challenge.

Join ROCovery's Run Walk X Challenge on Sept 13, 2026 at Mendon Ponds Park in Henrietta, NY to support people in recovery. Run or walk in person or virtually with 5k and 10k options and help a cause that has engaged over 11,000 people.

Run scenic truck and horse trails in Charles E. Baker State Forest near Brookfield, NY with 5K, 15K and a rugged 50K option. Fresh grilled food on site and donations support Brookfield Central School seniors.

Take on a rugged 100 km trail ultramarathon around Morgan Hill State Forest, starting and finishing at Spruce Pond in Tully, NY. Scenic single track, big climbs, and a relay option make this a challenging forest adventure.

Join the Connor's Way Scenic Memorial 5 Mile in Hinckley on a wooded five mile course through Adirondack foothills, with in person or virtual options. Proceeds support a memorial and scholarships for students serving underserved areas.

Join the 5th annual Live Well Community Wellness 5K on the scenic Greenway Trail in Dolgeville on September 27, 2026 for a refreshing forest run. Enjoy free refreshments and vendor goodies while supporting local youth with donated sports ge..

Take part in a scenic 5K through Sunshine Camp's trails, then celebrate with craft beer, food trucks, music and family fun at the Beer Fest. Proceeds support Rochester Rotary Sunshine Camp for kids and young adults with disabilities.

Join the Boos & Brews 5K in Mendon for a spooky fun trail run with in person and virtual options, a costume contest, and a post race party at the Cottage Hotel. Proceeds benefit David's Refuge to support families of children with special ne..

Hit the trails at the 0 Degree Winter Trail Festival in Pittsford NY on December 12, 2026 for community fundraising and crisp winter racing. Choose 15, 10 or 5 mile routes with tough sections like Hell on Roots and Ski Hill Climb.