Trail Running calendar near Gardiner 2026-2027

Trail run at Jungle Habitat in West Milford NJ with looped singletrack, fire road and paved sections, cupless aid stations, wooden finisher plaques and a post race party.

A tower run up the Empire State Building's 86 floors and 1,576 stairs in New York with multiple entry categories and specific registration windows.

Trailwagger at Gilbert Lake State Park on October 10, 2026 features 3, 5 and combined 8 mile courses, a two person team division, and a dog stroll. A portion of proceeds supports a local animal shelter.

On 10/10/2026 the Gemstone Sparkle Sprint 5k at Gemstone Farm in Wilton CT features a timed trail 5k, an accessible stroller run, live music, food and access to the farm, with proceeds supporting The Prospector's mission.

A community 5K at Duke Island Park on October 10, 2026, run on a flat, paved trail alongside the Raritan River. Proceeds support Family & Community Services of Somerset County, which provides mental health and addiction services.

Experience a scenic 5K run on the historic carriage roads of Rockefeller State Park Preserve. Support trail maintenance while enjoying autumn views of Swan Lake and rolling pastures.

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.

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..

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.

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 running event at Livingston Memorial Oval on October 17, 2026 offering marathon, half-marathon and a Last Person Standing timed challenge.

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.

A community run at Ives Farm hosted by Cheshire Community YMCA and Cheshire Land Trust. Features a trail 5K, a youth Y Cup relay with elementary teams, a free Pumpkin Dash for young children and family fall activities.

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.

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

A fall running event in Garrison NY with a half marathon, a 5K and a 3/4 mile kids run on trails and roads through the Hudson Highlands.