Trail Running calendar near Kingston 2026-2027

The Frozen Heart 900 will take place in Middlefield on Saturday 7 February 2026. You can run 50 miles.

A themed trail event at Ramapo Valley County Reservation with a flat, scenic 1.6 mile lollipop course. Options include a full 5K or a one-loop Fun Run and finishers receive handcrafted medals and aid station support.

A late-winter trail run at Gilbert Lake State Park offering 50K, 25K, and 10K on a marked 6-mile loop with aid at a lakeside cabin and proceeds supporting The Neighborhood Center.

Trail event at Mahlon Dickerson Reservation on March 1, 2026 offering 5 mile and 10 mile routes over rugged woodland trails. Participants receive a long sleeved shirt, a medal, and donuts; hikers are welcome.

Squatchapple is a trail race at South Mountain Reservation in West Orange NJ offering 11 miles, 20 miles, 50K and 50 miles across three marked loops. The event features one aid station at the trailhead and well marked ribboned loops.

A trail race at Sleeping Giant State Park in Hamden, CT, built on a 25K loop with a 50K two-loop option. The course features technical singletrack, steep scrambles and an ascent to the Observation Tower.

Trail 5K and 10K events in Central Park of Morris County on March 29, 2026, featuring mixed-terrain cross country courses. Entry includes a long-sleeve shirt, finisher medal, and an empanada with a vegetarian option.

Explore rugged North Jersey wilderness in The Fools Adventure, a 10 hour foot ROGAINE with over 100 checkpoints across scenic, rocky terrain. Test your map and compass skills as you navigate for the best route and enjoy big views.

A rugged, technical trail event in Van Cortlandt Park featuring a two-loop 10k and a Kids Fun Run, with portions of fees supporting local trail maintenance and youth programs.

Mountain trail event at Harriman State Park on April 4, 2026 offering a half marathon, a 10K and a 10K ruck. Rugged technical courses with substantial elevation gain and a capped field size.

Run a scenic quarter marathon at West Hartford Reservoir on April 11, 2026, as the Hartford Track Club hosts a small, timed field limited to 150 runners. Enjoy chip timing, post race treats and a friendly, looped trail course.

A USATF certified point to point half marathon in Albany County on April 11, 2026, mostly on paved rail trail with a net downhill and a 500 foot elevation drop to a Hudson River finish. The event offers live tracking, bus to the start, post..

Community trail events at the John Jay campus in Cross River, NY featuring a 5k trail race, a 4k Jay Walk, and a 200 m Kids Jay Dash on the track. Woodland sections include hilly terrain and finishes are on the contest field.

A spring event at the Stamford Museum and Nature Center on April 12 2026 featuring a scenic 5K through farm and woodland and a 0.3 mile kids run past farm animals. Proceeds support the museum and nature center.

A community trail event in Irvington on April 12, 2026 featuring a 5k trail run and a 0.6 mile kids 1K for ages 10 and under, with a portion of proceeds supporting the Irvington Bulldog Booster Club.

Trail races at Penwood State Park offer a 50K (three loops) and a 17K (one loop) over primarily single-track and double-track terrain, with a nine hour cutoff for the 50K. The event is cupless and organized by the CT Trailmixers.

Join the final Conquer The Trail Race on April 18 in Dobbs Ferry at Mercy University for a scenic 7.5k on the Croton Aqueduct Trail. Celebrate Mercy's 75th, snag a commemorative shirt, and support the Mav Market.

Join the Brooklyn Cider House Spiked Apple 5K in New Paltz on April 19, 2026 for a chip timed run or walk. Enjoy a tee, cider pour, donut and a finisher medal that doubles as a bottle opener for a festive post race celebration.

Join the 10K Run for the Osprey at Lacawac Sanctuary on Sunday April 19 2026, with a scenic 10K trail run and a family friendly 5K walk supporting sanctuary conservation. Expect wooded trails, osprey sightings, and awards for top finishers.

A mountain trail event on the Shawangunk Ridge in Ellenville, NY on April 25, 2026 offering a technical **25K** (near 17 miles) and a **10 Miler**. The race is sold out but charity bibs are available with a $500 donation to Run Wild, Inc.