Trail Running calendar near South Orange 2026-2027

City Challenge Race returns to Jersey City on September 12, 2026 with a fast 3-mile urban obstacle course featuring 20+ city-style obstacles, new finisher medals, professional chip timing, awards and free race photos.

Experience a diverse trail race at South Mountain Reservation featuring fire roads and single track trails. Choose from multiple distances ranging from a 5K to 50 miles with aid stations every three miles.

Trail events at Hart Scout Reservation in Pennsburg include 12h, 6h and 4h timed options, a 6-mile hike and a virtual race supporting the local scouting council, run on mostly double-track and single-track wooded trails with hills and natur..

A fourth annual 5-mile trail run around Leaser Lake paired with a 100-yard youth Dragonfly Dash, family educational activities, shirts, refreshments, a midway water station, and prizes.

Trail race in Macedonia Brook State Park, Kent CT offering 12K, 25K and 50K loop courses with significant elevation, aid stations, and a cupless policy.

Timed 5k at Blue Ridge Estate Vineyard and Winery in Saylorsburg on Sept 13 2026, with event swag, an on course wine pour, age group awards, and virtual options.

Wicked Fast Marathon & Half Marathon Poconos runs along the Lehigh River on the D & L Trail with a consistent net drop of about 1%. Both distances are USATF certified and finish at the Outdoor Center in Lehighton.

The Corporate Fun Run Pier 84 Manhattan will take place in New York on Monday 14 September 2026. You can run 5 kilometers.

Timed trail races in Pawling NY offering 24, 12, 6 and 3 hour options on an approximately 1.68 mile loop with on course aid and athlete camping.

A multi-day trail running festival in Ringwood State Park offering events from a 1 mile kids race to a 100 mile ultramarathon and community support programs.

A USATF-sanctioned trail event in Upper Nyack with a 50 mile option featuring four 11.5 mile loops, about 9,700 feet gain, and three aid stations.

The Boxers' Trail 5K in Strawberry Mansion on September 19, 2026 offers run, walk, and youth options along a trail that passes forests, meadows, creeks, historic mansions and playgrounds. Proceeds support youth programs at Mander Playground..

A community running day in Lehighton with two 5K course options plus a 1 mile community walk. Preregistration includes a T shirt and swag while supplies last.

Trail races in Ridgefield CT offering a single loop of about 4.25 miles or a double loop of about 8 miles through Hemlock Hills and Pine Mountain. The technical, rocky course starts and ends at the Lake Windwing ballfields.

A 50K and 25K trail event on the McDade Trail in Milford PA, out and back along the Delaware River with three aid stations and a cupless course.

A single day endurance walking event through the Schuylkill Center offering 7 to 28 mile loop options and optional weighted ruck challenges.

Sundown Rundown Fifth Street Cross Edition is a lap based elimination race in Emmaus, PA on 09/26/2026. Runners repeat roughly 1.6 mile laps with tightening time cuts and self score on a public scoreboard.

A 5th annual 3.1-mile run and 1.1-mile walk at The Church of St. Andrew in Staten Island, and the first leg of the Staten Island FALL TRIFECTA.

Teams of 6 to 13 run a 26 leg relay on a one mile trail loop at The Woodlands in Philadelphia, using custom batons and a torch carrying final 0.2 mile runner.

A trail running event in Gardiner, NY offering a 5 km run, an optional 10 km two-lap route and a 200 yard kids run, with pre registration T shirt incentives and a sneaker recycling program.