Trail Running calendar near South Orange 2025-2026

The PPTC Endurance Fest is an ultramarathon event held in Brooklyn, NY, featuring 50-mile and 50-kilometer race options. Taking place in Prospect Park, the course consists of multiple 3.33-mile loops—9 loops for the 30-mile race and 15 loops for the 50-mile race—starting and finishing near the Linco..

The Frosty Forest 5K is a trail running event held in Roosevelt Forest, Stratford, Connecticut. This 5-kilometer race offers participants a chance to escape the roads and enjoy a scenic course through nature. Runners, joggers, hikers, and walkers are all welcome, with a requirement of some trail exp..

The Holmdel Classic is a challenging end-of-year trail race held in Holmdel Park, Monmouth County, New Jersey. Featuring a 4.65-mile loop with 584 feet of elevation gain, the course covers diverse terrain including grass, dirt, rocks, roots, gravel, pavement, and varied inclines. Participants can ch..

The Frosty Looper 8-Hour is an ultrarunning event held at Cooper River Park in Pennsauken, New Jersey. Participants run as many laps as possible on a fast, flat 3.75-mile paved loop around the river, featuring mostly flat terrain with two hills and scenic views of the Philadelphia skyline and water...

The Frosty Fat Sass is an annual trail running and hiking event held at South Mountain Reservation in West Orange, New Jersey. Scheduled for January 31, 2026, this 9th edition offers participants options to run or hike a 5K loop, or join timed 3-hour and 6-hour challenges, including a new rucking di..

The Mahlon Winter Donut Trail Run will take place in Lake Hopatcong on Sunday 8 February 2026. You can run between 5 and 13 miles.

The Squatchy Onesie Fest 5K is a fun and unique trail running event held at Ramapo Valley County Reservation in Mahwah, New Jersey. Participants complete a flat, scenic 1.6-mile "lollipop" loop around Scarlet Oak Pond twice to finish the 5K. The course features mostly wide gravel and dirt trails wit..

The Febapple Frozen event is a trail running race held in South Mountain Reservation, Maplewood, New Jersey. Scheduled for February 21, 2026, it offers multiple distance options including a 50-mile, 50-kilometer, 20-mile, and 10-mile race. All distances are based on a roughly 10-mile loop course sta..

The Livingston Oval Ultra, held in Livingston, New Jersey, is a timed running event featuring 1-hour, 3-hour, 6-hour, and a new 12-hour race distance for 2026. Participants run laps around a USATF-certified, fast, and flat oval course, aiming to cover as much distance as possible within their chosen..

Squatchapple is a popular trail running event held at South Mountain Reservation in West Orange, NJ, offering distances of 11 miles, 20 miles, 50K, and 50 miles. The race features a challenging course composed of three loops—4, 5.5, and 7 miles—with varied terrain including carriage roads, singletra..

The Mt. Tammany 10 is a challenging ultramarathon held in Delaware Water Gap, NJ, featuring an almost 40-mile course with over 10,000 feet of elevation gain. Runners complete 10 grueling loops, each involving a climb to the summit of Mt.Tammany via the Red-Dot trail, a descent on the Blue-Blaze trai..

The Terror of Tammany is a challenging trail running event held at Worthington State Forest in Columbia, NJ. Featuring two distances, a 30K and a 50K+, the race consists of multiple loops of a 6.7-mile course with approximately 1,750 feet of vertical ascent per loop. The 30K covers three loops, cate..

The Morris County Empanada Trail Run, held in Morris Plains, NJ, offers both 5K and 10K run/walk events on scenic trails within Central Park of Morris County. The course features mixed terrain including dirt, grass, gravel, and some hills, providing a varied and enjoyable trail running experience. P..

Big Bear Squatch North is a challenging trail running event held at Harriman State Park in Bear Mountain, New York. Featuring a half marathon and 10K races, including a new rucking division with lightweight (15 lbs) and heavyweight (30 lbs) pack categories, the event showcases rugged, technical moun..

The Rockland Rad Run is a trail running event held at Forever Farm in Mertztown, Pennsylvania, featuring a half marathon, 10k, and 5k distances. Set amidst the scenic Pennsylvania woods, the course offers a challenging experience through rolling, rugged terrain, ideal for trail running enthusiasts...

The Philadelphia Trail Marathon, held in Wissahickon Valley Park, Philadelphia, offers marathon (26.2 miles) and half marathon (13.1 miles) distances. The park, spanning over 2,000 acres with 50+ miles of trails, features natural beauty and historic sites, making it a favorite for local trail runner..

The Spring SOMO Timed Trail Races take place at South Mountain Reservation in South Orange, New Jersey. This event features a looped trail course of 1.88 miles (just over 3K) that includes single track, pavement, and fire road sections. Runners can choose from multiple race options: 1 loop (3K), 2 l..

The Matzah Miles 5k Trail Run and 1 Mile Family Walk is a festive event celebrating Passover, set to take place in Medford, NJ. Participants can choose between a competitive 5K trail run, a leisurely 1-mile family walk, or a fun 50-yard Kids Dash. The event features a pre-race warm-up, games for chi..

The John Jay Community Trail Race, held in Cross River, NY, is a competitive 5k run on the newly developed John Jay Community Cross Country Trail. The course begins on the lower fields of the John Jay Campus, quickly entering challenging, hilly wooded trails near the middle and high schools, and fin..

The Wawayanda Trail Fest is a challenging trail running event held in Vernon Township, New Jersey, at Wawayanda State Park. It features multiple distances including a 100K, 50 Mile, 50K, and Half Marathon, all running on a scenic 26+ mile loop course with rhododendron tunnels, marsh bridges, gravel..