Trail Running calendar near Ellenville 2025-2026

Run under the pines at the Enchanted Forest Ultra Run in Roosevelt Forest, Stratford CT, offering a 6 hour or 50K timed trail challenge on rugged trails. Only 50 entries, costumes welcome, with pizza, aid stations and medals.

Terror of Tammany! on March 22, 2026 in Columbia, NJ is a rugged looped trail challenge with 30K (three 6.7 mile loops) and 50K+ (five loops). Expect technical climbs, a campground start and finish, strict time limits, and finisher awards.

Run the Morris County Empanada Trail at Central Park in late March, choose a scenic 5K or 10K over mixed terrain and hills. Finishers get a long sleeve shirt, medal and an empanada with vegetarian options.

Run rugged trails at Big Bear Squatch North in Harriman State Park on April 4, 2026 with half marathon, 10K and ruck divisions. Expect steep climbs, scrambling terrain and sweeping Hudson Valley and NYC skyline views.

The Long Run at Jacobsburg State Park is a scenic 5 mile loop with Spring Forward and Fall Back editions. Choose a 3 hour or 6 hour challenge and rack up laps on mixed single track and fast gravel; this cupless event is self supported.

Join the Spring SOMO Timed Trail Races at South Mountain for looped racing on a scenic 1.88 mile course of single track, pavement and fire road. Run a 3K or 6K or take on the 1 hour, 3 hour or 6 hour timed challenge.

Run the John Jay Community Trail Race in Cross River on Sunday April 12, 2026 for a scenic 5k through wooded, hilly school trails and a family friendly 4k walk. Kids can sprint the 200 m Jay Dash on the track and celebrate a student built c..

Tackle rugged singletrack, cliffs and glacial ledges on the Shawangunk Ridge in this scenic mountain trail race offering 25K and 10 mile courses. Proceeds support Run Wild's campaign to protect Verkeerder Kill Falls.

Celebrate trail running at the Lake Mohegan Women’s Trail Race, welcoming women and non binary runners to scenic loops in Fairfield, CT. Pick a 5K, 10K or a 4 hour loop challenge and finish with medals, podium prizes and great community vib..

Take on Wawayanda Trail Fest at Wawayanda State Park, offering distances from half marathon to 100K. Run through rhododendron tunnels, marsh bridges and single track on a scenic 26 mile loop with friendly aid stations.

Run the 52nd Jack Bristol Lake Waramaug Ultra in Kent CT on April 26 2026 for scenic, mostly flat loops around the lake with 100K, 50 Miler and 50K options. Expect stocked aid stations, finisher swag and lakeside views to inspire.

Tackle a scenic 10k trail at Leatherman's Loop in Cross River NY on April 26, 2026 for a lively, USATF sanctioned race through Reservation Road. Entry is by lottery with registration opening January 2, 2026 so mark your calendar.

XTERRA New Jersey is an off-road multisport event held at the scenic Wawayanda State Park, featuring over 40 miles of trails and a clear lake. Part of the XTERRA World Tour, it offers a variety of races including trail runs (5K to 42K), gra..

Challenge yourself at VCP50k, a scenic but rugged 50k ultramarathon in the Bronx on May 2, 2026. Ten loops of classic cross country trail bring rocks, roots and rolling climbs with stocked aid stations, a custom finisher singlet and post ra..

Run Breakneck Point in Beacon NY on May 3, 2026 with 14.5 mile and 26.5 mile options over technical trails and serious climbing for a rugged spring challenge. Entry includes post race food, a Patagonia Cap Cool shirt, and a finisher medal.

Blue 2 Blue Challenge is a demanding 50K on May 3, 2026 in New Haven, Connecticut, across rugged blue blazed trails with steep, technical climbs. Entry is by waitlist and requires a recent qualifying trail 50K, so come prepared.

Run an epic multi day festival at Sussex County Fairgrounds with timed races from 6 to 144 hours plus separate marathon and 50K options on a certified one mile loop. Camping, lit night loops, hot food and showers keep you fueled while live..

Run the Forgotten Forest 9 hour Ultra at Roosevelt Forest in Stratford CT, a timed trail on a scenic 2.2 mile loop with roots, rocks and rolling climbs. Limited to 50 runners for an intimate, rugged day on the trails.

Trails To the Sky at Voorhees State Park features a scenic, looped 50k UTMB Index race and a rolling 10k. Expect big climbs, aid stations, on course support and custom medals for all finishers.

C'mon Armageddon brings technical trail running to Norvin Green Park in West Milford, NJ with 50K, 10 mile and 5 mile routes through boulder fields, river crossings and steep climbs. Expect rugged singletrack and a raw mountain challenge.