Trail Running calendar near Ringwood 2025-2026

Take on the scenic Mine Hill Half Marathon on May 25 in Roxbury, CT, starting and finishing at Mine Hill Distillery. Enjoy a challenging climb, a fast downhill second half, a finisher medal and post race food and drinks.

Challenge yourself at Mohawk Mountain in early June 2026 with timed endurance events from 12 hour to 84 hour and distances up to 152 miles. Race solo or with Trail Buddy or Trail Family teams, tackle night sections and enjoy base support an..

Run the Centurion Ultra at Roosevelt Forest in Stratford CT, a timed 100 mile trail test through classic New England terrain with a 33 hour cutoff. Limited to 50 runners, buckles await 100 mile finishers.

Join Pinky's Rock n Rolla, a 4 mile trail race through Forest Park's scenic trails in Richmond Hill, NY. Enjoy rugged natural terrain, medals for all finishers, prizes for top runners, and proceeds benefiting Puppy Kitty NYCity.

Tackle the Poconos Trail Experience 10K at Blue Mountain Ski Area on Jul 12, 2026, with hilly singletrack that rewards grit and speed. Stay for a weekend of Spartan obstacle course races and community vibes, with discounts for service membe..

Join The Squatchy Surprise at South Mountain Reservation for a timed trail party with 3, 6 or 12 hour options. Draw loops, earn a handcrafted wood medal and squatch finisher item, and support Bigger Than The Trail's mental health work.

Take on the Interstate 17 Trail Run, a 17 mile looped trail race at State Line Lookout with serious elevation and rugged technical terrain. Rocky scrambles, waterfalls and required loop check ins make this a scenic tough challenge.

Tackle technical trails at Stokes State Forest with options from a 5K to a challenging 17 mile loop, plus ruck divisions for 10K. Finishers earn a handcrafted wooden medal and unique swag.

Climb It For Climate at Belleayre Mountain offers scenic, challenging trail runs with 25K and 8K options through classic Catskill terrain. This eco event offsets emissions, benefits The Catskill Center, and celebrates finishers.

Run the Shawangunk Ridge Trail in Rosendale NY on Sep 12, 2026. Choose 70 mile, 30 mile or half marathon routes through rocky ridgelines, waterfalls and cliffs in a self supported backcountry challenge.

Tackle rugged single track, steep climbs and scenic summit views at Macedonia Brook State Park with 12K, 25K and 50K options. The 25K is part of the Blue Blazed Trail Running Series for a true New England trail challenge.

Experience day and night running at the Pawling 24 Hour Trail Running Festival in Lakeside Park, with looped 3, 6, 12 and 24 hour timed races, music and on course aid. All finishers get medals and crews can set up on the festival field.

Three days of trail racing and community at Wawayanda State Park, with distances from 100 mile to a kids mile. Friday panels and a trail film, free camping, and a partnership with Bigger Than The Trail supporting mental health.

The Cat's Tail Marathon will take place in Shandaken on Saturday 26 September 2026. You can run 26 miles.

Take on the Iron Hike Fall Olympus Mons Ultra Trail Marathon Relay in Cornwall Connecticut, a team endurance challenge across Mohawk Mountain covering 152 plus miles with massive elevation gain. Run, hike or walk the course within an 84 hou..

Take on a 24 hour trail challenge at Mohawk Mountain with a 28 plus mile course and huge elevation gain that rewards grit and strategy. Run, hike, or walk solo or as a relay with veteran owned IronHike Endurance Productions.

Test your limits in the Forbidden Forest 30 hour ultra at Roosevelt Forest in Stratford CT, covering as many miles as you can on a rugged 2.23 mile trail loop. Options span marathon to 100 miles with small field support.

Run the Mohawk Mountain Race at Mohawk Ski Area in Connecticut on Oct 12 with distances from 5K to marathon and rolling trails through Mohawk State Forest. Expect big climbs, rugged singletrack, aid stations and a finisher medal.

Tackle technical Harriman State Park trails at Big Bear SquaTCh South in Tuxedo NY on October 18, 2026, with a scenic single loop offered as a half marathon or 10K. Expect steep climbs, rocky roots, clear course markings, aid stations, and..

Run 13.1 miles on forest trails at the Storybook Half Marathon in Roosevelt Forest, Stratford CT, completing eight scenic loops of single and doubletrack. Wear a costume, enjoy post race perks, and donate children's books to Books4Everyone.