Trail Running calendar near Highland Falls 2026-2027

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.

Experience a unique 5K trail run at Belmont Lake State Park where the focus is on luck rather than speed. Enjoy a chance to win cash prizes and refreshments at the finish line during this late November event.

A looped trail race at Holmdel Park with a 50K (ish) and a Halfish option on ~4.65 mile laps, varied trail terrain, RFID lap timing, and an 8 hour cutoff. Proceeds support MissionCleanWater.

A 5K trail event through Roosevelt Forest in Stratford, CT on Dec 19, 2026, open to runners, joggers and walkers. Holiday costumes are allowed, awards recognize the fastest three men and women, and proceeds benefit local organizations.

Trail runs in Middlesex County near Edison with a secret start, offered distances around 2 and 5 miles, a post-run social, and a requested canned food donation; registration fees are listed and volunteers receive event items.

A social trail event in Edison with a 5 mile trail run and a shorter group run, marked trails, potential trail hazards, volunteer perks, a post-run social for those over 21, and a canned food donation request.