Trail Running calendar near Massapequa 2024-2025

Shore2Shore is an exciting running event taking place in East Islip, NY, featuring a scenic 50K and 25K race along the beautiful Suffolk County Long Island Greenbelt Trail. Participants will experience a point-to-point course that starts at Sunken Meadow and finishes at Heckscher State Park, with fu..

The Sterling Squatch Half Marathon is a thrilling trail running event set in the stunning Gunks region, featuring two challenging courses: a 10-mile and a 25K route. Participants will navigate through picturesque mountain singletracks, experiencing breathtaking views, including the iconic Verkeerder..

The Wawayanda Trail Fest is an exciting running event taking place in Wawayanda State Park, NJ, featuring a variety of challenging distances including a 100K, 50 Mile, 50K, and Half Marathon. Set against a scenic backdrop of rhododendron tunnels, marsh bridges, and diverse terrain, participants will..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event marking its 51st anniversary, making it the oldest ultra in Connecticut and the first 100K in the U.S. Participants can choose from three distances: 100K, 50 miles, and 50K, all set on a s..

Leatherman's Loop is a popular 10k trail race held annually in Cross River, NY, attracting participants of all ages, from 7 to 107. The event is scheduled for April 27, 2025, and features a lottery system for entry due to its high demand. The registration fee includes the park's entry fee, streamlin..

The Forgotten Forest Ultra Run, taking place in Stratford, CT, is a unique 9-hour trail running event set in the scenic Roosevelt Forest. Participants can choose to run, jog, hike, or walk on a well-marked loop trail featuring an elevation gain of approximately 131 feet per loop. This friendly compe..

XTERRA New Jersey is an exciting off-road sports event taking place in Wawayanda State Park, known for its beautiful trails and clear lake. Scheduled for May 3-4, 2025, this event is part of the XTERRA World Tour and offers a variety of races, including off-road triathlons, duathlons, and trail runs..

The Bear Mountain Trail Challenge is an exciting running event held at Bear Mountain State Park, located just an hour from New York City. Participants can choose from three race distances: a 50K, a half marathon (21K), and a 10K. The course features a diverse range of terrain, including short climbs..

The MCW Branch Brook Classic is a running event taking place at Branch Brook Park in Newark, NJ, featuring 3 and 6-hour races. Set against the backdrop of the Cherry Blossom Festival, participants will navigate a flat 2-mile loop designed for speed and comfort. The event aims to raise funds for Miss..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event set to take place on May 4, 2025, in Beacon, NY. Participants can choose between a half marathon (13.1 miles) and a full marathon (26.4 miles), both featuring significant elevation gains and technical ..

The Blue 2 Blue Challenge is a demanding 50K trail race set in New Haven, Connecticut, known for its challenging terrain and technical trails. Participants will navigate some of the toughest trails in the state, including the Regicides and Quinnipiac Trails, with a total elevation gain of approximat..

The Ansonia Trails 5K is a running event taking place in Ansonia, CT, designed for participants of the 169 Society. This second annual race features a unique course consisting of two laps around a 1.55-mile loop, making it slightly over or under a traditional 5K distance. Limited to 50 runners, the ..

The "3 Days at the Fair" event in Augusta, NJ, scheduled for May 12-18, 2025, offers a variety of ultra-running challenges, including 144-hour, 72-hour, 48-hour, 24-hour, 12-hour, and 6-hour races, as well as marathon and 50K options. The course features a certified one-mile loop composed of pavemen..

The SMR Mayapple Trail Runs, taking place on May 17, 2025, in South Mountain Reservation, NJ, offers a variety of trail races including 50 miles, 50K, 20 miles, 10 miles, 5 miles, and a Kids 1-Mile Run. Organized by the South Mountain Conservancy and supported by volunteers, the event features sceni..

C'mon Armageddon is an exhilarating running event set in the challenging terrain of Norvin Green State Park, West Milford, NJ. Scheduled for May 18, 2025, participants can choose from three race distances: a grueling 50K with over 7000 feet of elevation gain, a 10 Miler with 2000 feet, or a 5 Miler ..

The Spring Run The Farm event will take place at Muscoot Farm in Katonah, NY, on May 18, 2025. This exciting running event features a 5-mile trail race for participants aged 6 and older, along with two kids' races: one for ages 7-12 and another for children aged 6 and under. The event aims to showca..

TPK Bad Decisions is an exciting endurance event organized by Two Punk Kids, designed for teams of four. This unique competition combines elements of adventure racing with a series of challenging tasks that participants must complete non-stop over approximately 30 hours. Teams will face three types ..

The Ansonia Six Hour Trail Run is an exciting endurance event taking place at the Ansonia Nature Center in Ansonia, Connecticut. Participants will tackle approximately 1.9-mile loops on moderately technical singletrack trails, featuring about 170 feet of elevation gain per loop. Scheduled for the se..

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is an exciting endurance race taking place in Stratford, Connecticut. Participants can challenge themselves with distances of 100 miles, 100K, 50 miles, or a marathon over a scenic 2.5-mile loop featuring New England's rugg..

The Brooksvale 12-Hour event is a unique running challenge set in Hamden, CT, featuring a 4.25-mile loop course with a total elevation gain of 500 feet per loop. Participants can aim for various distances, including a marathon, 50k, or even 50 miles, making it suitable for runners of all levels. The..