Trail Running calendar near Ellenville 2026-2027

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.

Squatchywaska Mountainfest in Ellenville NY on April 25, 2026 is a rugged trail test on the Shawangunk Ridge with a 25K and a 10 mile option over steep climbs and technical singletrack. Field capped at 150 and proceeds benefit Run Wild.

The Wawayanda Trail Fest will take place in Highland Lakes on Saturday 25 April 2026. You can run between 21 and 100 kilometers.

A women's only trail race at Lake Mohegan in Fairfield, CT on April 25, 2026 offering 5K, 10K and a four hour looped option. Organized by Steep Endurance with cupless aid practices, finisher medals and podium awards.

Celebrate the 52nd Jack Bristol Lake Waramaug Ultra on April 26 in Kent Connecticut with 100K, 50 Miler, and 50K options on scenic rolling loops around the lake. Fast paved roads, four aid stations, and a friendly finish at Lake Waramaug St..

A 10k trail race at Ward Pound Ridge Reservation in Cross River, NY on April 26, 2026. Entry is by lottery and registration includes park entry; the race is USATF sanctioned so dogs are not permitted to run.

Join the XC Summer Series, a friendly Tuesday night 5K in Parsippany with chip timing and after race refreshments. Open to all ages and abilities, walkers welcome and affordable single night or full series pricing.

Take on the VCP50k, a 50 km ultramarathon through Van Cortlandt Park in the Bronx on May 2, 2026, featuring the classic Tortoise and Hare looped course with roots, rocks and 2,200 feet of climbing. Finishers get a custom medal, limited edit..

Run to Remember on May 2, 2026 in Red Hook NY offers scenic 5K and 10K trail runs plus a 5K walk through meadows, orchards and forest. Honor loved ones and enjoy community spirit with cash prizes for top finishers.

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..

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.

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.