Darien
Trail Running Calendar near Darien 2026-2027
Explore the top trail runs near Darien for 2026-2027! We've gathered 51 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2027
A 17 mile trail race at State Line Lookout in Closter NJ featuring four mile technical loops, rock scrambles, stocked aid stations and significant elevation with serious hazards.
September 2027
Six hour endurance run and relay at Belmont Lake State Park on a scenic 2.50 mile loop with team divisions, awards, commemorative shirts, and charity support.
A community 5K run and walk in Forest Park, Queens with a free 1K kids run, participant T shirts, medals, and same day results and photos.
A single-loop trail half marathon through five Westchester parks, mostly on dirt and roots, chip-timed with three aid stations and a 3 hour course limit.
October 2027
A scenic trail 5K at Blydenburgh Park with a free Kiddie Dash, on-site refreshments and a virtual entry option allowing one week to submit results.
A community 5K Run/Walk in Massapequa Park with a mixed road and trail course, finisher medals, live results, photos, and awards across many age groups.
Trail races at Muscoot Farm in Katonah NY on October 24, 2027, featuring a 5 mile course plus two kids races; Farm Bucks at the finish and limited kids medals.
November 2027
Sachem Day 72nd Anniversary 5K and Fun Run at Sachem North High School in Lake Ronkonkoma on November 6, 2027, with a mixed-surface course, amenities, and awards.
A community 5K at Belmont Lake State Park with a free Kiddie Dash, in-person and virtual options, race shirt, refreshments, and age group recognition.
USATF Long Island 8K Open Masters Para Athletic XC Championships at Bethpage State Park, an 8K cross country championship with individual age group and team medals.