Trail Running calendar near New Paltz 2026-2027

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.

A spring trail event at Muscoot Farm in Katonah, NY on May 17, 2026, featuring a 5 mile course plus two kids races for ages 2 to 6 and 7 to 12. Organized by Run the Farm Races and sanctioned by USA Track and Field.

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.

Annual May trail races on the Ashuwillticook Rail Trail including a marathon, half marathon, 8K and a free kids Mo Mile, with proceeds supporting trail maintenance in Pittsfield and event perks for participants.

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.

A multi day endurance series at Mohawk Mountain in Connecticut offering solo and team trail events from 15 to 152+ miles with timed formats up to 84 hours. Tenting, support stations, and personalized bibs and medals are provided.

Take on ski slopes and mountain trails at Plattekill Mountain Race in Roxbury NY on June 7, 2026. Choose the tough 6.5 mile mountain course with massive elevation gain or the steep, punchy 5k that climbs hard out of the gate.

A community 5K trail run, walk and hike in Eisenhower Park Milford on June 7, 2026 supporting the Milford Rotary and the Beth El Center. The course uses a high school cross country route with mostly flat sections and some rolling hills.

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.

The Norbrook Farm Brewery Trail Festival will take place in Colebrook on Saturday 13 June 2026. You can run between 5 and 4 hours.

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.

Manitou’s Revenge in Windham, NY on June 20, 2026 is a 53 mile ultramarathon across the Catskills with about 15,000 feet of climbing and rugged, technical trails. Expect long self supported stretches and routes that get harsher after dark.