Trail Running calendar near Shandaken 2026-2027

Trail race at Harriman State Park near Bear Mountain, NY on April 4, 2026. Features a technical 10K with 1,400 ft gain and a half marathon with over 2,600 ft, plus a 10K rucking division and a six hour cutoff.

A fast, point-to-point half marathon descending from Slingerlands to the Hudson River in Albany. The course features paved rail trails and offers amenities like live tracking, gear check, and a post-race celebration. A free shuttle bus mana..

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.

Run or walk a 5K through the orchards of Brooklyn Cider House. Registration includes a cider glass, donut, and finisher medal. The event is open to all ages and welcomes dogs and strollers.

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.

Event Overview The Squatchywaska Mountainfest is a trail running event with two distances: a 25K (noted as closer to 17 miles) and a 10-mile race. Both courses follow a lollipop format through Minnewaska State Preserve on the Shawangunk Rid..

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.

The Leatherman's Loop is a classic 10k trail race held each spring at Ward Pound Ridge Reservation. Entry is secured via a lottery system, with no same-day registration. It's part of a series of trail events including Run the Farm and Raven..

Try the Trail is a youth trail run for ages 4 to 16 at Katonah Memorial Park. Kids can choose between a half-mile or one-mile course on scenic, easy-to-follow trails. It's a family-friendly event focused on outdoor activity.

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.

Rock The Ridge is a 50-mile endurance challenge set in the scenic Shawangunk Mountains of the Mohonk Preserve. The event also features a trail marathon and relay options, all while raising funds to support the preserve's conservation and ed..

The Bear Mountain Trail Challenge will take place in Bear Mountain on Saturday 2 May 2026. You can run between 10 and 50 kilometers.

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.

This community trail run on Clausland Mountain honors caregivers and supports mental health and sobriety causes. Participants take on a 3.75-mile historic course, receiving a medal in an event focused on gathering, not competition.

The Towpath Trail Run will take place in Saint Johnsville on Saturday 9 May 2026. You can run between 5 and 10 kilometers.

The Bruynswick Winery Run for UCSPCA will take place in Gardiner on Saturday 9 May 2026. You can run 6 kilometers.

The Steel Rail Races feature a marathon, half marathon, and 8K on the scenic Ashuwillticook Rail Trail in Adams, MA. Runners enjoy a technical shirt, finisher medal, and a post-race party with live music. The event supports the maintenance..

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..