Trail Running calendar near Shandaken 2026-2027

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 winter trail event in Binghamton featuring a 4-mile standard/rucking course and a weather-dependent 2-4 mile bathing suit class, with rucking weight requirements and a winter hat for finishers.

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.

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.

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..

A community trail event in Cross River, NY on April 12, 2026 featuring a 5k trail race, a 4k walk that skips part of the hill loop, and a 200 meter kids dash on the track.

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.

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.

Run or walk for ospreys at the Lacawac Sanctuary. This event on April 19, 2026 features a scenic 10K trail run and a 5K walk. Proceeds support habitat conservation at the Browning Beaver Meadow Sanctuary.

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.

Trail running at Wawayanda State Park across a 26 plus mile loop with four distance choices and varied terrain including rhododendron tunnels, marsh bridges, gravel roads and single track. Aid stations, camping and finisher awards are provi..

A 15K trail race at Grafton Lakes State Park covering about 9.3 miles with 900 ft of elevation gain. The technical yet runnable spring course can be muddy and is described as accessible for new trail runners.

Leatherman's Loop is a 10k trail race at Ward Pound Ridge Reservation in Cross River, NY on April 26, 2026. Entry is by lottery and the race is USATF sanctioned; registration includes the park entry fee.

A Run to Remember in Red Hook NY features 5K and 10K trail races plus a 5K walk on May 2, 2026. Courses run through meadows, forest, orchards and berry patches and cash prizes are awarded.

A fundraising trail event in the Shawangunk Mountains on May 2, 2026 offering a 50 mile Ultra Marathon, a 26.2 mile Trail Marathon and two to four person relays. Proceeds support Mohonk Preserve conservation, education and stewardship.

Trail races at Bear Mountain State Park near New York City on May 2, 2026, featuring 10K, half marathon and 50K options across singletrack with rocky, rooted, and forested sections offering occasional views.

A technical trail event near Beacon, NY on May 3, 2026 offering half and full courses with steep exposed climbs, significant elevation gain, aid stations, limited on-site camping, and a participant shirt and finisher item.

A community trail event on May 9, 2026 in Orangeburg NY offering looped courses of 3.75, 7.5, and 11.25 miles to support Rex Runs Kindly and NAMI of Rockland, with aid stations and participant T shirt and medal.

Hit the trails in Pittsfield State Forest for the Tails & Trails run, supporting local animal rescues. Choose from 50K, 25K, or 5-mile distances on a scenic course through pine woods and past boulders. Camping is available onsite for a full..

A spring trail event at Muscoot Farm featuring a *5 mile* race plus two kids races by age group; participants receive Farm Bucks for the farmers market and shirts are available by pre-order. Service dogs only; no other dogs permitted.