South Orange
Trail Running Calendar near South Orange 2026-2027
Explore the top trail runs near South Orange for 2026-2027! We've gathered 55 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A 5K trail run at Sayreville Sports Complex on November 15, 2026 supporting Stars & Stripes Veterans Center with tiered registration, participant dog tags, shirts, and awards.
A 5 mile lollipop loop trail race at Lewis Morris Park with rocky single track, about 600 ft of climbing, free course previews, and sustainability measures like reusable cups and hemp bibs.
A 5K run/walk in Inwood Hill Park on November 26, 2026, benefiting the Inwood Food Pantry with live results and free finish-line photos.
A Thanksgiving 5K at Alley Pond Park with in-person and virtual options, a free kiddie dash, race shirt and post-race refreshments.
A brewery trail run at Readington Brewery combining five laps with five 10 oz beer pours, a T-shirt, and anniversary music and activities for participants aged 21 and over.
A multi-distance trail party at South Mountain Reservation with a looped 5K course, technical singletrack, varied elevation and aid stations offering gluten-free and vegan options.
Nine mile cross country race in Van Cortlandt Park using three loops, with commemorative buffs for early registrants and awards from Lloyd's Carrot Cake.
December 2026
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.
A looped ultramarathon in Prospect Park offering 50K and 50 mile options, one aid station with Skratch hydration, chip timing, a 15 hour cutoff, and finisher buckles.
Trail 3.1 and 6.2 mile events in Morris Plains with hot cocoa at the finish and proceeds benefiting St. Jude Children's Research Hospital.
A 5K race at Van Cortlandt Park on December 12, 2026, with tiered registration pricing, bib pickup at the Tortoise and Hare Statue, T shirts and bag check.
January 2027
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 winter trail party in West Orange, New Jersey on a 5K loop with timed 3H and 6H options and a rucking division, fundraising for the South Mountain Conservancy.
February 2027