Trail Running calendar near Tenafly 2025-2026

Tackle Mount Tammany 10, a scenic but rugged nearly 40 mile ultra of ten relentless loops in the Delaware Water Gap on March 21, 2026. Expect steep technical trails, big elevation gain, waterfalls and sweeping summit views.

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.

Join the Morris County Empanada Trail on March 29 in Morris Plains NJ with 5K and 10K runs over scenic mixed terrain. Entry includes a long sleeve shirt, finisher medal and an empanada with proceeds benefiting the Arthritis Foundation.

Take on rugged singletrack, a steep headwall scramble and 3,000 feet of climbing at Sleeping Giant Trail Runs, with 25K and 50K options. At Sleeping Giant State Park in Hamden CT on March 29, proceeds benefit the park and finishers get meda..

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.

Tackle technical single track and rolling hills in Wissahickon Valley Park with half and full marathon options. Race benefits Houston Playground youth programs and rewards every finisher with a Philly themed medal.

Find your pace at the Spring SOMO Timed Trail Races in April at South Mountain Reservation, NJ, with options from a single 3K loop to 6 Hour timed runs. Enjoy a scenic 1.88 mile loop of single track, pavement and fire road.

Join the John Jay Community Trail Race in Cross River, NY for a scenic, hilly trail 5k, a 4k community walk and a fun Kids Jay Dash. Enjoy wooded trails, a finish on the contest field and community spirit with shirts for early registrants.

Run a scenic 5K across farm trails at Screamin' Hill Brewery, then celebrate with craft beer, live music and food trucks. Walkers and all ages are welcome in this fun community race with free photos and a custom tech shirt.

Run the Shore2Shore on April 18, 2026 in East Islip, NY, a scenic point to point along the Long Island Greenbelt Trail from Sunken Meadow to Heckscher State Park. Choose 25K or 50K with well stocked aid stations and finish swag.

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 at Wawayanda State Park on May 2 to 3, 2026 brings lake swims, rugged trails and singletrack for off road triathlon, trail runs and mountain and gravel bike races. Pick a distance from short fun runs to a full distance tri..

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..

Join the 5th annual Green Traill 5K on Sunday, May 3, 2026 at Easton Cemetery for a spirited 5K, a community walk, and a Kids Fun Run for ages 10 and under. Organized entirely by volunteers, the event benefits Friends of Historic Easton Cem..