Trail Running calendar near Orangeburg 2026-2027

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.

A trail running event at Bear Mountain State Park near the Hudson River offering 50K, half marathon and 10K routes through dense forest, technical sections and short climbs with occasional viewpoints.

Take on Breakneck Point Trail Runs in Beacon, NY on May 3, 2026, with half and full mountain courses over rugged, technical trails, steep climbs, and sweeping views. Expect big elevation, aid stations, informal camping, and a lively trail c..

Join the Green Traill 5K in Easton PA on Sunday May 3 2026 to support Friends of Historic Easton Cemetery. Choose a scenic 5K, 2 mile walk or free kids run and enjoy a race shirt for early registrants.

Blue 2 Blue Challenge is a tough 50K on New Haven's blue blazed trails, featuring rocky technical terrain and big climbs linking West Rock and Quinnipiac. Entry is by vetted waitlist and the race enforces strict cutoffs so come prepared.

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.

Experience Trails To the Sky at Voorhees State Park with a UTMB Index 50k of five scenic laps or a spirited 10k, winding past the park observatory. Aid stations and custom finisher medals round out this classic trail race.

Enjoy a scenic 5 mile trail run at Muscoot Farm in Katonah/Somers on May 17, 2026. Family friendly kids races and Farm Bucks to spend at the Muscoot Farmer's Market add festival fun after the finish.

C'mon Armageddon offers 50K, 10 Miler and 5 Miler trail races in Norvin Green State Park, featuring boulder fields, river crossings and steep climbs with skyline views. Awards and GAIA GPS routes make it a rugged, scenic challenge.

Run Like The Wind 5K in Ellenville winds along the base of the Shawangunks and a scenic stretch on the Rail Trail. Finish in Aroma Thyme Bistro's garden with beer, wine and food while supporting food pantries and youth scholarships.

A *3.5 mile* trail run/walk at Woodtick Recreation Area in Wolcott, CT on May 17, 2026. Proceeds support the Wolcott Cross Country Teams and participants receive a free entry to the CT Food Truck Battles Festival.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Sharpen your trail skills at a three day Spring Training Camp in Oliverea NY. Expert coaching and guided runs on technical Catskill ridgelines include a 13 mile day with 5000 ft of climbing, plus lodging, meals and great camaraderie.

Run or walk the Never Stop Running Foundation Long Island Lemonade Trail 5K on May 23, 2026 at Blydenburgh County Park, with an in person or virtual option. Free Kiddie Dash and proceeds benefit the foundation.

Join the Mine Hill Half Marathon on May 24, 2026, starting and finishing at Mine Hill Distillery in Roxbury, CT. Tackle a scenic hilly road course and celebrate afterward with food, live music and distillery samples.

Join the Forest Park Runners Classic, a scenic 4 mile road and trail out and back in Forest Park, Queens, on Sunday May 24, 2026, featuring chip timing and an overhead finish clock. Pre register for a tech shirt and enjoy post race snacks a..

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

IronHike Spring 26 at Mohawk Mountain CT in June offers endurance routes from 15 to 152 miles for solo runners, teams and families in a flexible relay format. Enjoy basecamp camping, support stations and finisher gear.

A non competitive National Trails Day run along the D&R Canal Towpath with multiple distance options, bus support to trail access points, per mile charity donations, milestone rewards, and a post run picnic.