Trail Running calendar near Northport 2025-2026

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..

MCW The Holmdel Classic is an end-of-year trail challenge held at Holmdel Park in Monmouth County, New Jersey. The course features a 4.65-mile loop (about 50K for 7 laps, halfish for 3 laps), 95% trail and double track, with 584 feet of elevation per lap and Holmdel’s signature “The Bowl.” Runners e..

South Orange, New Jersey hosts the NJ Trail Series SOMO Winter 2 on Saturday, December 13, 2025. The event offers three distances: 5K, 10K, and 13.1 miles, run on a looped course through South Mountain Reservation. The course blends fire roads, single-track trails, hills, and pavement, with aid stat..

SRC Presents: A Backyard Ultra takes place at Blydenburgh County Park in Hauppauge, NY on December 13–14, 2025. The event features two races: A Backyard Ultra, a true ultramarathon where runners must complete a 4.167-mile loop within an hour, repeatedly until only one runner remains; and The 1 Lappe..

Frosty Fat Sass is a family-friendly trail party in West Orange, New Jersey, held at the Turtleback Rock Picnic Area in the South Mountain Reservation. It offers a 5K loop and timed options of 3 hours or 6 hours, plus a new Rucking division with lightweight (15 lb) and heavyweight (30 lb) packs. The..

The Mahlon Winter Donut Trail Run & Hike is a scenic trail running event held at Saffin's Pond in the Mahlon Dickerson Reservation, Lake Hopatcong, New Jersey. Scheduled for February 8, 2026, it offers three race distances: a 5-mile loop, a 10-mile course consisting of two loops, and a 13.1-mile hal..

The Squatchy Onesiefest 5K is scheduled for February 14, 2026 at Ramapo Valley County Reservation, starting and finishing at the New York-New Jersey Trail Conference (NYNJTC) Headquarters. The event has a onesie theme; awards for top three male, female, and non-binary finishers require wearing a on..

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..

Squatchapple is a West Orange, NJ trail race held in the South Mountain Reservation, starting and finishing at the Tulip Springs Trailhead on Cherry Lane. The Sassquad Trail Running event offers 11M, 20M, 50K, and 50M options built from three loops: 4M Turtleback, 5.5M Locust Grove, and 7M Mayapple...

Livingston Oval Ultra takes place in Livingston, New Jersey, at the public Livingston Oval on Robert Harp Drive. On March 7, 2026, the 3rd annual event offers 12-hour, 6-hour, 3-hour and 1-hour options, with runners looping the Oval. The fast, flat course is USATF-certified (as of Aug 1, 2023) and i..

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..

Sleeping Giant Trail Runs, hosted by Steep Endurance at Sleeping Giant State Park in Hamden, CT, offers challenging 25K and 50K trail races through Connecticut’s iconic park. The 25K loop features more than 3,000 feet of vertical gain across rocky and rolling singletrack via Yellow, Chestnut, White,..

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 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..

John Jay Community Trail Race is a community running event in Cross River, New York, on the John Jay Community Cross Country Trail. The event features a 5k Trail Race, a 4k Jay Walk, and a Kids Jay Dash, a 200-meter race. The 5k winds through wooded, rolling terrain starting on the John Jay Campus l..

Squatchywaska Mountainfest is a mountain trail race in Ellenville, NY, offering two courses: 25K and 10 miles. Runners traverse rugged singletrack, cliffs, and crushed-gravel carriage roads on the Shawangunk Ridge, with about 2,500+ ft of elevation on the 25K and around 1,800 ft on the 10M. The rout..

Wawayanda Trail Fest is a trail running event held at Wawayanda State Park, with the start/finish and parking at the park boat ramp/boathouse. Distances offered: 100K 50 Mile 50K Half Marathon The event course is a full loop of more than 26 miles. The half marathon uses one loop (about 13 to 14 m..

Leatherman's Loop is a popular 10K trail race held annually in the spring at Ward Pound Ridge Reservation in Cross River, New York. The event attracts runners aged 7 to 107 and features a scenic course through natural trails. Due to high demand, entry is determined by a lottery system.The registrati..

Jack Bristol Lake Waramaug Ultra Races run around Lake Waramaug in Kent, Connecticut, offering 100K, 50M, and 50K. One of the oldest ultras in the United States, it marks its 52nd anniversary in 2026 as part of the Mount to Coast 100K Series. The rolling, mostly flat course uses paved roads around t..

XTERRA New Jersey is an off-road multisport event held at the scenic Wawayanda State Park, featuring over 40 miles of trails and a clear lake. Part of the XTERRA World Tour, it offers a variety of races including trail runs (5K to 42K), gravel and mountain bike races, and triathlons such as full dis..