Trail Running calendar near East Islip 2025-2026

NSRF Long Island Turkey Trail Trot 5K is a family-friendly trail run/walk held at Bethpage State Park, Polo Field in Bethpage, NY. The 5K course takes participants through scenic, grassy polo-field starts into winding soft trails with mostly flat terrain and a few small hills, offering a beginner-fr..

NJ Trail Series SOMO Winter 1 is a trail running event held in South Orange, New Jersey, at South Mountain Reservation, with distances of 5K, 10K, and 13.1 miles on a looped course. The route blends fire roads, single-track, hills, and some pavement, offering a mix of terrain. Runners complete 1 loo..

Bill Bruno Alumni Cross Country Run is the 8th annual event held at Holmdel Park in Holmdel, NJ. The program offers a traditional 5K cross-country race for men and women and a 3K option, with both individual and team competition. Holmdel Park's famed cross-country course provides a scenic, challengi..

NYC Trail Mix is an annual ultra trail running event held in Staten Island, New York, featuring distances of 50 miles, 50K, and a half marathon. The course showcases over 35 miles of trails through the greenest parts of New York City, including Blood Root Valley, High Rock Park, La Tourette Park, an..

Last Chance XC Championships is held at Oak Ridge Park, 136 Oak Ridge Road, Clark, New Jersey. The event includes a USATF-NJ 8k Championships, HS 5k (NJSIAA/NFHS sanctioned), Open 400m, Youth 3k, and Open 5k, plus a Boys/Girls/Coed 5k team competition. Oak Ridge Park's double-loop, pancake-flat cour..

Set in Tarrywile Park, Danbury, Connecticut, the Tarrywile Half Marathon offers Marathon, Half Marathon, and 10K trail distances. The course is renowned for its toughness, with close to 3,000 feet of elevation and substantial Northeast single-track, featuring rocky, rooty, and hilly terrain. The rou..

Located in Brookhaven State Park, Wading River, NY, the Brookhaven Trail Half Marathon and 5 Mile offer two trail-running distances. The course traverses a mix of Suffolk County woodlands, including single-track, fire roads, sandy sections, and hidden ponds, starting near the park entrance off Willi..

Fall Fling 400, the CT Trailmixers’ ninth annual trail race, takes place at YMCA Camp Sloper in Southington, CT. The event offers two options: Fall Fling 400, where runners complete as many roughly two-mile loops as possible within a 400-minute limit (roughly 28 miles minimum), and the Spring Fling..

FEAR Trail Fest 5 Miler is a trail race held at Lewis Morris Park in Morristown, New Jersey. The event features a 5-mile lollipop loop on the park’s Yellow Trail, with about 600 feet of total elevation gain. The course starts with a wide Patriots Path section, then transitions to single-track for th..

The Roxbury Thanksgiving Day Charity Race is a 5K event held annually in Roxbury, Connecticut. Scheduled for Thanksgiving Day, November 27, 2025, the race takes place at the Everett B. Hurlburt Community Park located at 18 Apple Lane.Participants run a 3.1-mile course, offering a community-focused a..

NSRF Leftover Turkey Trot 5K at Bethpage State Park (Polo at the Park) offers a 5K Run/Walk on grassy polo-field and scenic trails, with mostly flat, beginner-friendly terrain and some rolling sections reminiscent of cross-country. The event, held Nov 29, 2025, features a free Kiddie Dash before the..

The Squatchy Leftovers Trail Race takes place at South Mountain Reservation in West Orange, New Jersey. Scheduled for November 29, 2025, it offers multiple distances: 50K, 25K, 10K, 5K, and a 1-mile kids run, all based on a 5K loop course. The trail features a mix of wide carriage roads and technica..

NSRF 50/50 Turkey Trot 5K is an in-person trail run/walk held at Belmont Lake State Park in West Babylon, New York. The event features a 5K trail course around the park’s water-side setting, described as a fun and challenging route. Participants compete not for traditional awards but for a cash raff..

Rob's Trail Run Edition is a trail running event held in Woodbury, New York, at Stillwell Woods Preserve. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run for participants aged 19 and older, and a 5K High School or Youth Trail Run for those 18 and under. The c..

The Santa's Summit 10k is a scenic and challenging trail run held at Bull Run Marina in Clifton, Virginia. The course follows the Bull Run Occoquan Trail, featuring hilly terrain with a mix of out-and-back and one-way sections. Participants can also choose a 5k distance or a virtual race option.Runn..

The Tower Tag Challenge is a timed trail-running event organized by Steep Endurance at Sleeping Giant State Park in Hamden, Connecticut. The event takes place on December 6 and offers two time-window options: a 4-hour event and an 8-hour event. Entry costs vary by registration date and category, wi..

PPTC Endurance Fest in Brooklyn’s Prospect Park offers 50-mile and 50-kilometer ultramarathon options on a looped course of 9 or 15 laps of 3.33 miles. The race begins and ends near the Lincoln Road Entrance and honors NYC’s road-ultra heritage, including Knickerbocker 60k and Metropolitan 50 Mile...

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..