Trail Running calendar near Roxbury 2026-2027

A fall trail event in Harriman State Park offering a technical **13.1M** and **10K** with steep climbs, rocky singletrack, aid stations, and adaptive support; the field is capped and proceeds support local trail maintenance.

Explore the scenic trails of 100 Acre Woods in Malta, New York. This community event on October 18, 2026 features 2k, 3k, and 5k trail runs. All proceeds support local trail maintenance.

Experience the wilderness trails of Deerfield Town Park with a variety of trail races for all ages. Enjoy a professionally timed 5K or a community run while supporting the local food pantry in your favorite running costume.

A Spartan obstacle weekend at Sunflower Valley Farm in New Hampton, NY featuring Sprint, Super, Kids races and Hurricane Heat formats across woods, mud, fields and creek runs. Team entries and GOVX discounts are available.

Trail races at Red Wing Recreation Area in Lagrangeville, NY, featuring 100k, 50k and 10k looped courses with notable elevation. The 50k and 100k are UTMB Index races and all finishers receive custom medals.

A technical 14 mile trail race at Moreau Lake State Park in Gansevoort, NY, featuring about 2700 feet of gain on winding singletrack and one aid station near Bonita Lake. The route starts and finishes at the park beach.

A costumed 5K trail run and walk at Van Scott Nature Reserve on October 31, 2026 with in-person and virtual options to raise awareness for Pregnancy and Infant Loss Awareness Month. Includes a costume contest, water stations, and family act..

Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.

A late winter trail race at Gilbert Lake State Park on February 21, 2026 offering 50k, 25k, and 10k on a 6+ mile loop with a snow adjusted course and an aid station serving hot broth and snacks. Net proceeds support The Neighborhood Center.

A mountain trail event at Harriman State Park on April 3, 2027 offering a half marathon, a 10K and a 10K ruck on rugged technical trails with significant elevation gain. Entry is capped at 400 and proceeds support trail maintenance.

A mountain obstacle race weekend at Mountain Creek Resort in Vernon NJ offering Sprint, Super, Beast and Ultra distances plus a Kids Race and spectator access.

Two trail events, 25K (about 17 miles) and 10 miles, on technical singletrack and crushed gravel around the Shawangunk Ridge near Ellenville NY. Routes feature steep climbs, two aid stations, a six hour cutoff and a 150 runner cap.

Squatchywaska Mountainfest in the Shawangunk Ridge on April 24, 2027 features a technical 25K and a 10 mile lollipop course with steep climbs, rocky singletrack, two aid stations, and a six hour cutoff.