New Rochelle
Trail Running Calendar near New Rochelle 2026-2027
Explore the top trail runs near New Rochelle for 2026-2027! We've gathered 60 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 4 miles trail race through Irvington Woods with varied terrain and stairs, starting and finishing at the Irvington High School campus.
Community 5K and related races at Garrett Mountain in Woodland Park, NJ, raising funds for the Fred Torres Memorial Scholarship Fund.
A stair-climb race at the Empire State Building ascending 86 flights (1,576 steps) with multiple entry categories and specified registration windows.
A 5K trail run and an accessible short run/walk on private Gemstone Farm in Wilton, CT on 10/10/2026, with farm access, post-event food and entertainment, supporting The Prospector.
A scenic October 5K on the carriage roads of Rockefeller State Park Preserve with hilly terrain, awards, and proceeds supporting carriage road maintenance.
Trail half marathon in New Rochelle running a single loop through five Westchester parks on mostly dirt shaded trails with frequent wildlife on October 11, 2026.
Looped running at Saddle River County Park on Oct 11 2026 with options from 2 miles to 60K, aid stations, official timing, and awards.
Multi day running weekend in Bay Shore, NY with marathon, half marathon, 10K, 5K, kids 1K, relay and a virtual 26.2 miles challenge.
Technical trail races in Harriman State Park featuring a rugged half marathon and a steep 10K with substantial elevation gain and marked singletrack.
BLUE 5K RUN in Woodland Park supports children with Autism and families; the mostly trail 5K at Garret mountain features vendors and medals for special needs children.
A community 5K and kids fun run in Massapequa Park supporting officer mental health and suicide awareness, with medals, awards, and finish-line photos.
Trail running at Muscoot Farm with a 5 mile race and two kids races on October 25, 2026 in Katonah, NY.
November 2026
A 4K grass cross country event at the Northport VA Golf Course with military and youth categories, a short fun run, awards, and proceeds supporting local veterans.
A trail 10k at Ward Pound Ridge Reservation on November 8, 2026 plus a monthlong November Raven 100k Challenge with a wooden finisher medallion.
A 5K run and virtual 5K at Belmont Lake State Park on November 8, 2026 featuring a scenic lakeside course, a free kiddie dash, event swag, and age-group recognition.
Championship cross country at Bethpage State Park on November 8, 2026 featuring an 8K Open, Masters and Para Athletic competition with individual and team awards.
Experience the diverse terrain of South Mountain Reservation with a looped trail race offering 5K, 10K, and half marathon distances. Enjoy a mix of single track and fire roads with support provided at regular aid stations.
A family-friendly trail 5K at Bethpage State Park on November 14, 2026 with in-person and virtual options, a free Kiddie Dash and post-race refreshments.