Trail Running calendar near New Rochelle 2025-2026

Spring SOMO Timed Trail Races in South Orange this April on a 1.88 mile loop offer one loop or 1, 3 and 6 hour timed options. Expect single track, pavement and fire road through scenic South Mountain Reservation.

Join Run for the Rescue on April 11, 2026 for a scenic 5K through Blydenburgh County Park with on site and virtual options. Tackle varied trails, enjoy post race refreshments, and support Last Chance Animal Rescue.

Run or walk the scenic Institute Woods 6K in Princeton on Saturday, April 11, 2026, starting at Princeton Friends School. Field capped at 200 and registration opens December 6; enjoy trails, refreshments after the run, and T shirts for earl..

Join the John Jay Community Trail Race in Cross River NY on Sunday April 12, 2026 for a family friendly outing with a 5k, 4k Jay Walk and a 200 meter Kids Dash. Race on scenic wooded, hilly school trails and finish at the track.

Tackle wooded trails at the Farm & Forest All Terrain 5K and Hog Wild Kids Fun Run in Stamford, CT on April 12, 2026. Family friendly and community focused, this race raises funds for the Stamford Museum and Nature Center.

Run the scenic Shore2Shore trail event from Sunken Meadow to Heckscher State Park on Apr 18, 2026, with 25K and 50K options along the Long Island Greenbelt Trail. Well stocked aid stations, shuttle service and a logo shirt make for a memora..

Join the Screamin' Hill Scramble 5K at Screamin' Hill Brewery on April 18, 2026 for a chip timed cross country style run over groomed trails and short cut grass. Finishers earn a coaster medal and each entry includes a custom tech shirt plu..

Join the final Conquer The Trail Race on April 18 in Dobbs Ferry for a scenic 7.5 km on the Croton Aqueduct Trail supporting Mercy University's Mav Market. Mostly flat trail with natural obstacles, raffles and shirts for early registrants.

Celebrate spring at the Brooklyn Cider House Spiked Apple 5K on April 19 in New Paltz, a scenic two lap run through vineyards and orchards. Enjoy a cider pour, fresh donut, finisher medal and commemorative shirt.

Squatchywaska Mountainfest in Ellenville NY on April 25, 2026 serves up technical singletrack on the Shawangunk Ridge with 25K and 10 mile options, big climbs and sweeping Catskill views. This rugged trail event also supports protection of..

Wawayanda Trail Fest brings spring trail running to Wawayanda State Park NJ with rhododendron tunnels, marsh bridges and scenic single track. Distances include a new 100K plus 50 mile, 50K and half marathon, with aid stations and on site ca..

XTERRA New Jersey brings trail runs, mountain and gravel bike races, triathlon, paddle triathlon and duathlon to scenic Wawayanda State Park on April 25 and 26, 2026. Expect rugged courses, lake swims and festival vibes for all levels.

Join the Lake Mohegan Women’s Trail Race at Lake Mohegan in Fairfield CT for 5K, 10K or a 4 hour loop challenge open to women and non binary runners. Enjoy scenic trails, finisher medals, post race snacks and a welcoming community vibe.

Run the 52nd Jack Bristol Lake Waramaug Ultra Races on April 26, 2026 in Kent CT with 100K, 50 mile and 50K options around scenic Lake Waramaug. Flat rolling loops, four aid stations and finisher swag make this a rewarding spring ultra.

Enjoy a spring 10k trail race in Cross River, NY on April 26, 2026, winding through scenic park trails. Entry is by lottery with registration opening January 2, 2026, perfect for trail runners seeking a well organized challenge.

Join the VCP50k in the Bronx on May 2, 2026. It starts with a flat lap then ten cross country loops with rocks, roots and some climbing. Aid stations, drop bags, medal, singlet, hot meal and beer await finishers.

Join A Run to Remember on May 2 in Red Hook and run or walk scenic farm trails through meadows, orchards, and woods at Greig Farm. Honor loved ones, celebrate community spirit, and vie for cash prizes in the 5K and 10K races.

Take on Breakneck Point on May 3, 2026 in Beacon, NY with a rugged half or full ultramarathon featuring huge elevation and technical single track. Expect steep exposed climbs, aid stations, and a finisher shirt and memento.

Run or walk the fifth annual Green Traill 5K in Easton on May 3, 2026 at Easton Cemetery, a volunteer run raising funds for Friends of Historic Easton Cemetery. Enjoy a timed 5K, a 2 mile walk, kids fun run and post race refreshments.

Blue 2 Blue Challenge is a rugged 50K through New Haven trails, with about 6350 ft of climbing and technical rocky terrain including a summit at Mt Sanford. Expect a cutoff driven, no frills race for seasoned trail runners.