Trail Running calendar near Morristown 2026-2027

A two day running event in Bay Shore, NY featuring marathon, half marathon, 10K, 5K, kids runs and a virtual challenge. Proceeds benefit local veterans and the event has raised over $1,000,000 to date.

A fall trail half marathon and 10K through Harriman State Park on October 18, 2026, featuring technical singletrack, steep climbs, and marked aid stations. The event supports the New York and New Jersey Trail Conference and is capped at 175..

Run Clinton Road with volunteer zombies and themed aid stations for a spooky, fun challenge this October. Choose a Zombie Crawl, 5k or 10k and celebrate at the finish line festival with music, a costume contest and a Survivor Medal for all..

A 5 mile trail race at Muscoot Farm in Katonah with two kids races by age group, Farm Bucks for the farmer's market, optional shirts, and no dogs permitted except trained service dogs.

A weekend trail event at Red Wing Recreation Area in Lagrangeville, NY offering 10K, 50K and 100K loop races with continuous aid, finisher medals, and UTMB Index designation for the 50K and 100K.

Timed trail event at Gurski Farm in Brookfield CT featuring continuous 4 mile loops for 8 hour and 4 hour runners plus new 5K and 5K Canicross options. Post race food and beverages are provided.

A loop trail event at Jacobsburg State Park run clockwise for this edition, offering a roughly five mile loop as a 5 mile, 3 hour, or 6 hour format. The race is cupless, self-supported, and organized as a zero carbon event.

Trail marathon and half marathon in Rockefeller State Preserve with start and finish at Rockwood Hall. Courses use wide, groomed carriage roads and offer run and walk options with charity bib entries.

Run the Vineyards in Unionville invites runners and walkers to scenic 5K and 8K trail courses through vineyard rows with live results and lively post race music. Every finisher receives a stemless wine glass and a post race pour, plus a tec..

Forbidden Run Fest takes runners through scenic Wissahickon Valley Park with 10K, 10 mile and half marathon options on gravel, dirt and single track trails. Limited to 750 entries, all finishers get a medal and sweatshirt and enjoy post rac..

A trail 10k at Ward Pound Ridge Reservation paired with a November virtual 100k challenge that rewards finishers with a custom engraved woodallion; the race uses rocky ridgeline trails and includes an on-course water stop near the fire towe..

A technical trail event at Tarrywile Park in Danbury offering 10K, half marathon and marathon distances with significant elevation gain; finisher medals, podium awards, and post-race food are provided.

A trail half marathon in Roosevelt Forest on November 21, 2026, run as eight 1.64 mile loops over singletrack and doubletrack with roots, rocks, and rolling hills. Costumes are encouraged and a book drive supports Books4Everyone.

Take on a rugged 5 mile lollipop loop in Lewis Morris Park with rocks, roots and about 600 feet of climb for a true trail challenge. Limited to 120 runners, the cupless, eco friendly event features reusable cups and hemp race bibs.

Trail loops at South Mountain Reservation with 5K laps used for 5K, 10K, 25K, 50K and a kids mile. Family friendly, volunteer supported, and partnered with Bigger Than The Trail; the event typically sells out.

Rob's Trail Run Edition stages 5K trail runs for adults and for high school or youth runners at Stillwell Woods Preserve in Woodbury, NY. The event supports The Center for Developmental Disabilities and is produced by RaceAwesome.

An eight-hour looped run at Cooper River Park on a 3.75 mile paved circuit, featuring a personal pit area, a single start/finish aid station, cupless operations, and custom winter race swag.

A 5K trail race at Roosevelt Forest in Stratford, CT on December 19, 2026, run over two 1.55 mile loops. Holiday costumes are welcome, awards are given to top finishers, and all finishers receive a custom medallion; proceeds support local c..