Trail Running calendar near Tenafly 2025-2026

Tackle rugged, technical single track with steep climbs and exposed sections at Breakneck Point in Beacon NY, choosing 14.5 mile or 26.4 mile distances with big elevation gain. Entry includes post race food, a Patagonia Cap Cool shirt, and..

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 a looped, lit course at the Sussex County Fairgrounds during a weeklong festival offering distances from marathon and 50K to multi hour timed events. Enjoy aid stations, camping and showers plus a live lap display and buckle awards.

Take on Ragged Mountain near Berlin CT in a last person standing race. Run a 3.11 mile loop each hour and keep finishing within the hour until only one runner completes a loop and wins.

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.

Run The Farm at scenic Muscoot Farm features a 5 mile trail race plus fun kids races for little runners. Enjoy Farm Bucks to spend at the farmer's market and a warm community vibe perfect for families and trail lovers.

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.

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.

Ridge Reaper Trail Runs on August 1, 2026 at Ward Pound Ridge Reservation in Cross River NY serve up wooded singletrack, scenic ridge views and challenging climbs across 25K, 50K and 50M options. Expect rugged runnable trails, aid stations..

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.

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.