Trail Running calendar near Milford 2026-2027

Run the Red Wing Trail Challenge in Lagrangeville, NY on July 5 with 15K, 30K, and 60K options on a runnable 15K loop with varied terrain and serious climbing. Aid stations, lap base for 60K, and post race food make this a true trail day.

Pinky's Rock n Rolla is a lively 4 mile trail race through Forest Park's scenic trails celebrating Pinky the Pacer. Finishers get medals, top three men and women earn prizes, dogs welcome, and proceeds benefit Puppy Kitty NYCity.

A community running event in Coplay on July 11, 2026 featuring a timed 5k and a 1 mile walk on the Ironton Rail Trail, with age-group awards, race shirts for early registrants, finish-line timing, refreshments and a raffle.

A Spartan Trail event at Blue Mountain Ski Area in Palmerton PA featuring a Trail 10K on narrow singletrack outside the ski boundary. The weekend includes spectator access and accompanying Spartan obstacle races.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Ridge Reaper Trail Runs returns Aug 1, 2026 at Ward Pound Ridge Reservation near NYC, offering multiple distances from runnable loops to epic 50 mile challenges. Expect wooded technical trails, ridge views, finisher medals and podium awards..

Join the Summer Sundown Rundown in Kempton, PA for an endurance trail circuit where short laps, shrinking cutoffs, and the last runner to finish the final lap wins. Celebrate with complimentary Bright Path Brewing beer for 21 and over.

Take on rugged ravine trails in Binghamton with 5K, 15K or a timed 12 Hour endurance challenge. Expect steep climbs, creek crossings and technical terrain, plus an option to race with a weighted pack for added grit.

The MCW Westfield Ultra will take place in Westfield on Saturday 1 August 2026. You can run between 3 and 12 hours.

Interstate 17 is a challenging 17 mile trail run on August 8, 2026 in Closter NJ that traces Hudson River viewpoints. Expect rugged technical singletrack, steep climbs and boulder scrambles across four loops with fully stocked aid stations.

Challenge yourself on rocky, rooty trails at Stokes State Forest on August 9, 2026, with 5K, 10K, 10K ruck and a rugged 17 mile course with big climbs. Ruck divisions, age and disability accommodations and aid stations mean serious fun with..

Test your limits on scenic technical trails in Fahnestock State Park with 50K, 25K and 5.5 mile options on August 15, 2026. Enjoy full aid stations, post race food, swag and proceeds supporting park conservation.

A mountain trail event at Belleayre in the Catskills with a 25K and an 8K open to hikers. The 25K includes about 5000 feet of climbing and the event runs as zero carbon while raising funds for The Catskill Center.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Run technical trails through old growth forest, waterfalls and steep climbs at the Salt Springs Field, Forest & Falls Trail Races. Choose 5K, 10K or a grueling 50K five loop challenge while supporting park trail conservation.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Run the rugged Shawangunk Ridge Trail near Rosendale NY for epic cliff top views across five states. Pick 70 mile, 30 mile or half marathon courses over rocky, technical terrain in this unsupported, self reliant challenge.

Join the Camptown Races on September 12, 2026 for a lively 10k, new 5k, or 10k relay across a scenic road and technical trail course with roots, rocks, and a creek crossing. Perfect for solo runners and teams looking for a fun challenge.