Trail Running calendar near New Rochelle 2026-2027

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 trail running event at Sleeping Giant State Park on December 5, 2026, using the park's varied trails and scenic viewpoints. Organized by Steep Endurance with entry fees listed between 50 and 80 USD.

A trail 6K through Institute Woods with a non-competitive 3K option for paces over 15 minutes per mile. Registrations are limited to 200, a fee applies, and post-run refreshments are provided.

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.

Timed-lap ultrarun at the Livingston Oval where runners log laps for one, three, six, or twelve hours on a USATF-certified flat course; aid station support, tech race hats, and a 2027 finisher medal are included.

A 5K trail run and free kiddie fun run at Bethpage State Park with a virtual option, a good luck clover shirt for participants, and post race refreshments including beer for those 21 and over.

A 5K trail run and free kiddie run at Bethpage State Park that starts on a polo field and moves onto soft, scenic trails. Virtual entries are accepted and donations support the Never Stop Running Foundation.

Trail races at Sleeping Giant Park in Hamden, CT offering a 25K loop with 3K+ vertical and a 50K two loop option. The course features technical singletrack, steep rock scrambles, aid stations, and finisher medals.

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.