Trail Running calendar near South Orange 2026-2027

A ninth annual charity 5K in Roxbury, Connecticut on November 26, 2026, with a 3.1 mile out-and-back course near Everett B. Hurlburt Community Park. Proceeds support local ambulance and scholarship funds and a food pantry collection.

FSX Black Friday 100 is a one-day ride and run on the Fifth Street Cross course in Emmaus, offering distances from 10k to 100 miles plus relay and mixed run and ride options. Entry is $25 plus a 6-pack or a $20 prize pot contribution.

A November trail party at South Mountain Reservation offering looped distances from a Kids 1M to a 50K, varied carriage roads and singletrack, on-course aid at the start/finish, adaptive support, and a charity partnership with Bigger Than T..

Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.

A trail 6K through Institute Woods with a non-competitive 3K option for paces over 15 minutes per mile. Registrations are limited to 200, a fee applies, and post-run refreshments are provided.

Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.

An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.

A novelty one mile event on December 6, 2026 in West Orange, NJ combining four cycles of drinking eight ounces of egg nog while stationary then completing a quarter mile loop. Dairy and Non-Dairy divisions are offered.

Celebrate the holidays with a scenic run through the historic Shawnee Inn golf course and wooded trails. Enjoy live music and a complimentary craft beer at the ShawneeCraft Brewery finish line.

A multi-loop trail event at Holmdel Park featuring a roughly 4.65 mile lap, mostly trail terrain, timed laps with an 8 hour cutoff, and proceeds supporting MissionCleanWater.

A weekend trail event in Blydenburgh County Park featuring a Backyard Ultra with 4.167 mile hourly loops and a separate 4.16 mile lapping race. A portion of proceeds supports the Long Island Greenbelt Trail Conference.

Experience a fast and flat end of year ultra at Cooper River Park. Run a paved 3.75 mile loop featuring views of the Philadelphia skyline and access to a fully stocked aid station throughout the day.

Experience an exclusive trail run through the scenic Roosevelt Forest in Stratford. This 5K event features a natural off-road course limited to a small group of participants and includes custom finisher medallions.

Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.

A January trail party using a 5K loop with three hour and six hour options plus a 3H ruck. Mixed carriage roads and technical singletrack, limited field size, and proceeds benefit the South Mountain Conservancy.

A winter trail event at Ramapo Valley County Reservation on February 14, 2027 featuring a flat, scenic lollipop loop around Scarlet Oak Pond. Participants are encouraged to wear onesies; the event includes an aid station, finishers medal, a..

Trail races on a 10 mile loop at South Mountain Reservation offering 50M, 50K, 20M and 10M with marked trails, three aid stations per loop, timing, SWAG, and awards for top three male and female finishers.

Timed loop races at the Livingston Oval offer 1, 3, 6 and 12 hour options on a USATF certified flat course, with aid station support, awards for top finishers, and participant cap or hat with a no-swag discount available.

A looped trail event on March 6, 2027 at South Mountain Reservation in West Orange, NJ offering 11 mile, 20 mile, 50K and 50 mile options on three marked loops with mixed carriage roads and technical singletrack.

A six-hour trail ultra at Roosevelt Forest featuring a 2.3-mile loop with 191 feet of climb per lap, chip-timed laps, on-course aid and food, podium awards, medallions for over four hours, and a limited field supporting local charities.