Trail Running calendar near South Orange 2025-2026

The Peach Hill "Run For the Hill of It" 5K is a cross-country running and walking event taking place at Peach Hill Park in Poughkeepsie, NY. Participants will traverse scenic trails, reaching the highest point in the town for stunning views. Open to all ages, the event encourages both runners and wa..

The Flanders Field & Forest 5K is an annual trail run and walk held at the Van Vleck Farm & Nature Sanctuary in Woodbury, Connecticut. Covering 3.1 miles, the course winds through scenic natural trails, offering a picturesque outdoor experience suitable for all ages and fitness levels. The event is..

The Levee Loop Trail Race 10k & 5k Fundraiser is set to take place in East Stroudsburg, PA, featuring both a timed 10k race and a 5k race/walk. This event aims to raise funds for Stroud Greenways while participants enjoy the scenic Levee Loop Trail. The terrain includes grass, gravel, sidewalks, and..

The Dash and Deciduous 5K Trail Run is a unique and challenging event taking place at Crystal Lake Park in Bordentown, NJ. Scheduled for June 7, 2025, this free, timed "FATASS" run is designed for a limited field of 40 runners, emphasizing a fun and competitive atmosphere. Participants can expect a..

The 1/2 Sauer 1/2 Kraut is a unique marathon and half marathon event held in Philadelphia's Pennypack Park, starting and finishing at the Ed Kelly Amphitheater. The course follows a mostly shaded, paved bike trail along Pennypack Creek, featuring rolling hills and natural scenery without traffic or..

The Sri Chinmoy 24-Hour, 12-Hour & Midnight Marathon takes place at Rockland Lake State Park in Congers, NY, featuring a scenic, flat, and fast 2.95-mile paved loop around Rockland Lake. The course is USATF certified, smooth, and partly shaded, ideal for personal records. The event offers 24-hour an..

The Ansonia Six Hour Trail Run is a challenging endurance event held at the Ansonia Nature Center in Ansonia, Connecticut. Participants run counter-clockwise loops of approximately 1.9 miles on moderately technical singletrack trails featuring about 170 feet of elevation gain per loop. The course of..

The XTERRA Transcend Trail Run, held annually at Dickerson Mine Preserve in Randolph, New Jersey, offers a scenic and accessible trail running experience. The event features three race distances: a 5K (3.1 miles, 170 feet elevation gain), a 10K (6.8 miles, 400 feet elevation gain), and a half marath..

The Reckless Red Eye Endurance Run is an exciting endurance event scheduled for June 22, 2025, in Columbus, NJ. Participants can choose from various race formats, including 3-hour, 6-hour, 12-hour, and a 12-hour team relay. The course features a flat and fast 3.3-mile loop at the Burlington County F..

TPK Bad Decisions is a challenging 30-hour endurance event held in Andover, New Jersey, designed for teams of four. Combining elements of the Two Punk Kids (TPK) style with an Amazing Race format, teams work non-stop to complete a series of mandatory challenges. The event features three types of tas..

The Centurion Ultra Trail Event, held in Roosevelt Forest, Stratford, Connecticut, is a challenging endurance race featuring a 2.5-mile loop with 193 feet of elevation gain per lap through classic New England terrain. Participants can choose between two race options: running as many miles as possibl..

The Red Wing Trail Challenge, held at Red Wing Recreation Area in Lagrangeville, NY, offers two trail race distances: a challenging 60K with approximately 6,600 feet of elevation gain, and a 15K featuring about 1,650 feet of gain. The 60K consists of four laps of a 15K loop that includes varied terr..

Pinky’s Rock n Rolla is a unique trail running event taking place in Richmond Hill, NY. This four-mile race offers participants the chance to experience actual trail running through the scenic Forest Park, featuring natural terrain shaped by glaciation. The event is designed for both newcomers and s..

The Blue Mountain Trail Run, part of the Spartan Trail series, takes place at Blue Mountain Ski Area in Palmerton, Pennsylvania. This scenic 10K trail race offers runners a unique experience on pristine singletrack trails beyond the usual ski boundaries, featuring challenging terrain with some of th..

The Quadzilla 15K Trail Race, set in Schnecksville, PA, is known as Lehigh Valley's toughest trail race. The course features a diverse landscape, including rolling hills, water crossings, and single-track trails, providing a challenging experience for participants. Open to ages 13 and up, the race e..

The Second Annual Orange Runners Club Summer Sizzle XC5k is set to take place at the Rich Furst Sanfordville Elementary School XC Course in Warwick, NY. This exciting event features a 5k run or walk, along with a Kids Dash, promoting teamwork, dedication, and fun in the spirit of cross country runni..

The Squatchy Surprise is a unique trail running event held at South Mountain Reservation in West Orange, New Jersey. Scheduled for July 26, 2025, it offers 12-hour, 6-hour, and 3-hour race options. The course features four distinct trail loops, with participants drawing colored golf balls before eac..

The MCW Westfield Ultra is an annual endurance running event held at Tamaques Park in Westfield, New Jersey. Participants can choose from 3, 6, 9, 12, or 24-hour race durations, aiming to complete as many laps as possible on a 0.8-mile loop featuring both pavement and gravel surfaces. The race suppo..

Loopy Looper is an ultra running event held at Cooper River Park in Pennsauken, New Jersey, featuring a fast, flat 3.75-mile paved loop with scenic views of the Philadelphia skyline and river. The race offers multiple distances including 12-hour, 24-hour, and a 101.25-mile ultra, as well as a 4-pers..

The Running Wild at Wildwood 2.5 Mile Trail Run is an exciting outdoor event taking place at Wildwood State Park in Wading River. Scheduled for August 9, 2025, this trail run invites participants of all skill levels to enjoy the scenic beauty of the park while engaging in a healthy and fun activity...