Trail Running calendar near Highland Lakes 2026-2027

A scenic 5K through the carriage roads of Rockefeller State Park Preserve with hilly terrain, Swan Lake views, awards, t shirts and proceeds supporting carriage road maintenance.

Trail running at Mohawk Mountain Ski Area with 5K, 10K, half and marathon routes on ski slopes and state forest, cupless aid stations and finisher medals.

A single-loop trail half marathon through five parks in lower Westchester County, New Rochelle. Most of the course is on dirt and wooded trails and passes through areas with visible wildlife.

Scary Rat Race is a 4 mile off road trail run at Spring Meadow Golf Course in Farmingdale, NJ on October 11, 2026, featuring hand held timing, a finisher gift, free registration, and event merchandise for sale.

A pickle-themed Halloween obstacle event in Wallkill, NY with an adult 5K and a 1K kids course, themed medals, costumes, mud, and a community-focused Donate a Dragon 3D printing project.

A scenic **5K** trail run and walk at Blydenburgh County Park on October 11, 2026 with in-person and virtual options. Participants receive a race tee, on course hydration and age group recognition while proceeds benefit a local running foun..

Experience Long Islands scenic Robert Moses Causeway in this multi day running event. Support local veterans while choosing between marathon, half marathon, 10k, and 5k distances with finisher medals for all participants.

A 3.5 mile trail run and walk on the scenic, flat Mill Pond Trail at Woodtick Recreation in Wolcott CT on October 17, 2026. Tiered online registration is available and a post-event meal is included with registration.

A non competitive winter running series of six loops totaling 66 miles along the Delaware River in NJ and PA from October 2026 to February 2027. Limited to 100 registrants, includes aid stations and a handmade finisher award.

HHNC Meadows & Trails 5K is an off road 5K at Hudson Highlands Nature Center in Cornwall NY on 10/17/2026, featuring meadows, ponds, wooded trails and views of Black Rock Mountain. Entry is $35 and children under 18 run free.

Loop-based races at Livingston Memorial Oval include timed runs, a marathon, a half marathon, and a Last Person Standing event on 0.44-mile laps.

A technical trail event in Harriman State Park offering 13.1M and 10K on rugged singletrack with steep climbs, limited to 175 participants.

Trail and 5K races at Hillside Park on October 18, 2026, benefit a free mammography program. A kids fun run for ages 5 to 12 is included, with chili and vegetarian food and timing by Compuscore.

The 4th annual Chesterfield FALL Terrain 5K at Fenton Lane Park on October 18, 2026 features a 5K run/walk and a 1 mile Fun Dash, supports local charities, offers custom race shirts and age group awards.

Trail ultramarathon in Titusville, NJ offering 50K and 25K routes through Washington Crossing Park and Baldpate with aid stations and a technical Rock Hopper section.

A costume 5K and 1 mile fun run through the woods of Poricy Park on October 24 2026 raising funds for 180 Turning Lives Around.

A community 5K in Massapequa Park on October 24, 2026 featuring a scenic course through Massapequa Preserve, awards, post-race food and live results.

A trail event at Muscoot Farm on October 25, 2026: a five-mile race plus two kids races, kids medals, and Farm Bucks for finishers.

An age-group graded 5.5-mile trail race at Frances Slocum State Park on October 25, 2026, run mainly on grass and earth. Pre-registration is required; the entry fee is $10 and online registration closes October 23.

Inaugural Barnyard Squatch 5K in Blairstown NJ, a hilly 5K trail that passes rescued farm animals with donations supporting The Barnyard Sanctuary.