Trail Running calendar near Highland Lakes 2026-2027

IronHike Endurance Series runs October 1 to October 4, 2026 at Mohawk Mountain Ski Area in Cornwall CT. The series offers multiple ultra trail events from about 61 miles to 152 miles with large elevation gains and run, hike or walk options.

This 24-hour trail challenge in Cornwall, CT, covers over 28 miles and 13,685 feet of elevation gain. Participants can run, hike, or walk the double marathon distance or tackle it as a relay.

Trail races at Mohawk Mountain use ski-area trails and nearby forest with 5K, 10K, half and full marathon options, steep climbs and wooded viewpoints, finisher medals, awards, and post-race refreshments.

A single-loop half marathon through five parks in lower Westchester County, New York, starting at the Thomas Paine Cottage and finishing at New Rochelle High School. Mostly shaded dirt trails with varied wildlife and published race results.

The Suffolk County Marathon is a two-day running festival in October 2026, featuring a scenic course over the Robert Moses Causeway. Events range from a kids' fun run to a full marathon, all supporting local veterans. Races start in Babylon..

This 3.5-mile trail run/walk on the flat Mill Pond Trail happens in Wolcott, CT. The Wolcott Lions Club hosts the event, which includes a race t-shirt and clam chowder. Registration opens online with a lower early-bird rate.

A fall trail half marathon and 10K through Harriman State Park on October 18, 2026, featuring technical singletrack, steep climbs, and marked aid stations. The event supports the New York and New Jersey Trail Conference and is capped at 175..

The Clinton Road Zombie Run transforms New Jersey's famously eerie road into a themed race. Participants can choose a Zombie Crawl, 5k, or 10k, navigating a course lined with zombie volunteers. A festive finish line includes music, costume..

A 5 mile trail race at Muscoot Farm in Katonah, NY on October 25, 2026, with two kids races for specified age groups. Participants receive Farm Bucks for the farmers market; shirts are optional and ordered in advance.

A weekend trail event at Red Wing Recreation Area in Lagrangeville, NY offering 10K, 50K and 100K loop races with continuous aid, finisher medals, and UTMB Index designation for the 50K and 100K.

Timed trail event at Gurski Farm in Brookfield CT featuring continuous 4 mile loops for 8 hour and 4 hour runners plus new 5K and 5K Canicross options. Post race food and beverages are provided.

A loop trail event at Jacobsburg State Park run clockwise for this edition, offering a roughly five mile loop as a 5 mile, 3 hour, or 6 hour format. The race is cupless, self-supported, and organized as a zero carbon event.

Trail marathon and half marathon in Rockefeller State Preserve with start and finish at Rockwood Hall. Courses use wide, groomed carriage roads and offer run and walk options with charity bib entries.

This fall trail run at Unionville Vineyards offers an 8K or 5K course among the vines. Registration includes a tech shirt and a wine glass, with a post-race party featuring live music and awards.

A trail 10k at Ward Pound Ridge Reservation paired with a November virtual 100k challenge that rewards finishers with a custom engraved woodallion; the race uses rocky ridgeline trails and includes an on-course water stop near the fire towe..

A technical trail event at Tarrywile Park in Danbury offering 10K, half marathon and marathon distances with significant elevation gain; finisher medals, podium awards, and post-race food are provided.

A trail half marathon in Roosevelt Forest on November 21, 2026, run as eight 1.64 mile loops over singletrack and doubletrack with roots, rocks, and rolling hills. Costumes are encouraged and a book drive supports Books4Everyone.

The FEAR Trail Fest is a 5-mile trail race on the scenic Yellow Trail in New Jersey's Lewis Morris Park. With a runnable mix of rocks, roots, and climbs, it welcomes everyone from first-timers to veterans. The event focuses on sustainabilit..

Trail loops at South Mountain Reservation with 5K laps used for 5K, 10K, 25K, 50K and a kids mile. Family friendly, volunteer supported, and partnered with Bigger Than The Trail; the event typically sells out.

Rob's Trail Run Edition stages 5K trail runs for adults and for high school or youth runners at Stillwell Woods Preserve in Woodbury, NY. The event supports The Center for Developmental Disabilities and is produced by RaceAwesome.