Trail Running calendar near East Islip 2025-2026

The Wawayanda Trail Fest is an exciting endurance event taking place in Wawayanda State Park, New Jersey. Scheduled for April 26, 2025, the festival features a variety of race distances, including a 100K, 50-mile, 50K, and half marathon, all set against a scenic backdrop of rhododendron tunnels, mar..

The Sterling Squatch Half Marathon, part of the Squatchywaska Mountainfest, offers participants a challenging and scenic experience through the stunning trails of the Shawangunk Ridge. With two course options—10 miles and 25K—runners will navigate rugged terrain, steep climbs, and breathtaking views..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event in Connecticut, marking its 51st anniversary. This historic race features three distances: 100K, 50 miles, and 50K, all set around the scenic Lake Waramaug. Participants can expect well-st..

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 known for its scenic course and community spirit, and entry is determined through a lottery system due to high demand. The registration fee includes the par..

The Conquer The Trail 5k is an annual running event celebrating its 10th year, taking place at Mercy University in Dobbs Ferry, NY. This year, the race will feature a flat and fast out-and-back course along the Old Croton Aqueduct Trail, with a single hill before the finish. Proceeds from the event..

The Forgotten Forest Ultra Run is a unique trail running event held in Roosevelt Forest, Stratford, CT. Scheduled for May 3, 2025, this 9-hour ultra trail race invites participants of all levels, including runners, joggers, hikers, and walkers, to complete as many miles as they can on a well-marked..

The 47th Annual Woods and Lakes Run is a running event taking place in Mountain Lakes, New Jersey. This event features two races: a traditional 10K and a simultaneous 5K, both open to participants aged 30 and over. The scenic course includes a mix of macadam walkways, gravel paths, and wooded trails..

XTERRA New Jersey is an exciting off-road sports event taking place in Wawayanda State Park, New Jersey. Scheduled for May 3-4, 2025, it is part of the XTERRA World Tour and features a variety of races, including off-road triathlons, duathlons, and trail runs. Participants can choose from multiple d..

The VCP 50K is an ultramarathon event taking place in Van Cortlandt Park, Bronx, NY, designed to cater to both novice and experienced runners. Established in 2023, the race features a challenging course consisting of ten loops of a classic cross-country track, with an overall elevation gain of appro..

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. Proceeds from the event support Missio..

The Frosty Woods - a Winter Way over Yonder Trail Adventure will take place in Ringwood from Saturday 3 May 2025 to Sunday 4 May 2025.

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, all set against a backdrop of scenic trails that feature diverse terra..

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. This event, which runs along the Regicides and Quinnipiac Trails, features over 6,350 feet of elevation gain, making it one of the toughest races in the stat..

The Ansonia Trails 5K is a running event taking place in Ansonia, CT, designed for participants of all levels. This second annual race features a unique course consisting of two laps around a 1.55-mile loop, making it a fun challenge for runners. Limited to 50 participants, the event promises a vibr..

The Run for the Woods is an annual 5k trail run taking place in Piscataway, NJ, specifically through the scenic trails of the Rutgers Ecological Preserve. Scheduled for May 10, 2025, this event supports forest restoration efforts and the Ecology and Evolution Graduate Student Association. Participan..

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..

The Run Ragged Last Person Standing event, hosted by the CT Trailmixers, is an exciting endurance race set in the rugged terrain of Ragged Mountain, Berlin, CT. Participants will tackle a challenging 3.11-mile loop, with one hour to complete each lap. The race continues until only one runner remains..

The MCW NJ Appalachian Trail Runventure is a unique running event scheduled for May 17, 2025, in Scotch Plains, NJ. Participants can choose between a marathon or a 40-mile run, both designed to provide a fully supported experience along the New Jersey Appalachian Trail. This event is also a fundrais..

C'mon Armageddon is an exciting 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 with..