Trail Running Calendar New York 2025-2026

The ESM Open XC Race 2025 is a 5K cross-country running event held at Pine Grove Middle School in East Syracuse, New York. The race takes place on the school's varsity cross-country course, offering a competitive and scenic route for runners of all levels. Open to all participants, the event encoura..

The Mill to Mill 5K/10K (Keuka Outlet Trail) is an annual running event held in Penn Yan, New York, starting and finishing at Cascade Falls along the scenic Keuka Outlet Trail. The race offers two distances: a 5K and a 10K. Both courses pass by the picturesque Seneca Mills Falls, with the 10K extend..

Ontario Summit Trail Races, celebrating its 10th anniversary, take place at Ontario County Park at Gannett Hill in Naples, NY. The event offers a Half Marathon (13.1 miles, one-way, mostly single-track around the summit) and a 5 Mile race that stays within the park with gentler elevation. Expect roc..

Located at Lakeside Park in Pawling, New York, the Pawling 24 Hour Trail Running Festival is the sixth edition of the endurance event, offering 24-, 12-, 6-, and 3-hour races (including a 12-hour night start). Runners tackle a 1.68-mile loop made up of pavement, grass, and single-track, with about 1..

Brookfield Classic takes place in Brookfield, New York, deep in the woods of the Charles E. Baker State Forest. The event features three trail distances: 5K, 15K, and a 50K Ultra Marathon.The 5K offers a beginner-friendly option to ease into trail running. The 15K traverses a loop over a mix of truc..

Virgil Crest Ultras is a multi-distance ultramarathon in Cortland, New York, offering a 100-mile, 50-mile, and 50K. Known for its tough terrain—Aint Easy—with steep ascents and descents, large cumulative gain and loss, and variable weather. The course opens with a sunrise climb through forest single..

Shawangunk Ridge Trail Run (SRT) unfolds along the Shawangunk Ridge in the Hudson Valley, offering three divisions: 70-mile, 30-mile, and 1/2 marathon, spanning from High Point Monument in NJ to Rosendale, NY. The route winds through hills, wetlands, pine barrens, sky lakes, waterfalls, and conglome..

The Clover Dash 5K is a trail race in Canandaigua, New York, benefiting 4-H Camp Bristol Hills as it marks its 100th anniversary. The event offers a 5-kilometer trail distance and features the Clover Dash 100 Minute Challenge. The course is located at 4437 Kear Road, Canandaigua, NY 14424.This commu..

Wilcox Wild is a challenging 50K trail ultra run held in the Adirondack Park Wilderness, New York, on September 13, 2025. The race features a rugged lollipop course starting and finishing at Harrisburg Lake, covering 31 miles with 3,028 feet of elevation gain and loss. Runners traverse scenic trails..

The ROCovery Fitness Annual Run/Walk & X-Challenge is held in Henrietta, NY, at Mendon Ponds Park. This event celebrates fitness and recovery during National Recovery Awareness Month and supports individuals recovering from alcohol and substance use disorders. Participants can choose from multiple o..

The Sleigh Me 24 and 48 Hour Ultra is an endurance running event held at the Shortsville Reindeer Farm in Shortsville, NY. Participants run loops of a one-mile course featuring grass and trail terrain with minimal elevation, surrounded by reindeer, chickens, honey bees, and maple trees. Runners can..

Broken Cabin 10k is a 10-kilometer trail race held near Batavia, New York. In its second year, the event takes place on a privately owned trail system made possible by generous landowners. The course blends challenging segments with scenic beauty, and is designed for runners of all levels, offering..

Morgan Hill Trail Races take place at Morgan Hill State Forest in Fabius, NY, offering 100km, a 100km relay, the Meat Grinder Marathon, a Half Marathon, and a Half Marathon Hike. The courses run mostly on the Onondaga Trail, featuring misty ponds, spectacular vistas, waterfalls, and fall colors, inc..

The Champlain Bridge 5K and 2 Mile Fun Run/Walk is a family-friendly event held at Crown Point State Historic Site and DEC Campsite in Crown Point, New York. The scenic 5K cross-country course winds through trails, roads, and fields, symbolizing hope and connection through the lighthouse and bridge..

Aw, Schugs 100 & 30hr is a low-key ultramarathon held at Dryden Lake Park in Dryden, New York (W Lake Rd, Dryden NY 13053). The event offers two options on the same course: a 100-mile finish and a 30-hour time format. Runners follow a looping course that starts at the park pavilion, with each full l..

Rensselaerville Ramble Trail Run & Walk is a fundraising event held in Rensselaerville, New York. The Ramble starts and ends at the Huyck Preserve's Eldridge Research Center and guides participants through the Preserve's forested trails. Runners and walkers can choose from 2-mile, 5-mile, or 8-mile..

Hill to Hollow 100km is the inaugural trail race in central New York, crossing four counties with start and finish in Morgan Hill State Forest near Tully. The ~63.7-mile course climbs about 10,286 feet and traces the Onondaga Trail and the North Country Trail east to Highland Forest, then winds via..

The Gardiner Dump Run is a scenic trail running event held in Gardiner, New York, featuring a 5k race with an option to complete two laps for a 10k distance. The course winds through single-track trails along wooded hillsides near the Wallkill River and untamed fields at Gardiner’s Riverbend Trails,..

Connor's Way Scenic Memorial 5-Mile Run/Walk takes place in Hinckley, New York, in the foothills of the Adirondacks. The course spans five miles on a scenic, wooded trail with sections on seasonal roads and trails. The event emphasizes celebration of life, nature, and community while supporting Conn..

The Crankenstein returns for 2025 as a two-person bike/run relay in Winona Forest, Mannsville, NY. The approximate 6–8 mile course winds along dirt roads and forest trails, all off-pavement. Teams share a single bike and alternate running and biking, with at least two leg exchanges to standardize th..