Trail Running calendar near Upper Nyack 2026-2027

A 26 mile point to point trail race in the Slide Mountain Wilderness near Shandaken, New York, with nearly 7,000 feet of vertical gain over ridgelines and rocky terrain. Proceeds support Run Wild, Inc and there is a veteran and first respon..

Trail ultramarathon in Milford, PA on Sep 26, 2026, held on the McDade Trail through the Delaware Water Gap. Distances offered are 50K and 25K on a non-technical, rolling course.

The Front Runners New York Cross Country 5K will take place in Bronx County on Saturday 26 September 2026. You can run 5 kilometers.

A trail running event in Gardiner, NY offering a 5 km run, an optional 10 km two-lap route and a 200 yard kids run, with pre registration T shirt incentives and a sneaker recycling program.

Experience a massive endurance test at Mohawk Mountain Ski Area. This ultra trail event features a 152 mile course with over 72,000 feet of elevation gain to be completed within 84 hours.

Test your limits on a flat one mile loop at the Sussex County Fairgrounds. Choose from 6 to 72 hour timed races or certified marathon and 50K distances with full kitchen and shower access.

A 24 hour trail event at Mohawk Mountain Ski Area in Cornwall Connecticut featuring a Double Kuwohi route of about 28 miles and 13,685 feet of elevation. Participants may run, hike, or walk.

A 30 hour timed trail ultra at Roosevelt Forest on a 2.23 mile loop. Runners complete as many laps as possible with a pavilion aid station and awards based on most miles in 30 hours.

Run through 300 acres of scenic vineyards on a flat trail course in Peconic. Enjoy live music, food trucks, and a post-race glass of wine at this chip-timed autumn event.

A 4 mile trail race through the Irvington Woods on October 4, 2026, with varied terrain and stairs. Start and finish are at the back soccer field of Irvington High/Middle School; registration runs March 15 to September 4 with a $40 fee.

A mountain trail race at Camelback Resort using a 2.5 mile loop with about 900 feet of elevation gain per lap. Multiple distances include a 10 mile relay option and a ruck division, and the event includes carbon offsets and community progra..

Trail races and a half marathon take place around Barbour Woods and Haystack Mountain in Norfolk, CT on October 4, 2026. Routes include single track and carriage roads and the half marathon features over 2000 feet of elevation gain.

A multi day trail ultrarunning event near Rocky Point, NY on October 9 to 12, 2026. Runners use a 10.48 mile loop with two aid stations and a range of distances from 10 miles to 150 miles.

Third annual trail event on October 10, 2026 in Wilton, CT featuring a 5K and a 1 mile accessible run/walk, with food and entertainment, supporting employment opportunities for people with disabilities.

Trail races at Mohawk Mountain in Cornwall CT offer 5K, 10K, Half Marathon and Marathon routes with measured elevation gains, ski area trail loops, cupless hydration policy, and aid stations for longer distances.

A single-loop trail half marathon through five parks in lower Westchester County, New York, with most of the route on dirt under tree cover. Part of the Trail Mix Series and noted for varied wildlife along hidden trails.

Run or walk through the scenic trails of Blydenburgh Park this autumn. Participants enjoy a 5K trail course complete with seasonal treats and commemorative event swag.

A four mile off road trail run at Spring Meadow Golf Course in Farmingdale, New Jersey on October 11, 2026. Hand held timing, a free drink ticket and a finisher gift are included; shirts and other merchandise cost extra.

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.