Trail Running calendar near Rocky Point 2024-2025

The Sleeping Giant Trail Runs is an exciting and challenging trail running event held in Hamden, Connecticut, featuring 50K and 25K race options. Set in the iconic Sleeping Giant Park, the course offers a mix of smooth carriage roads and technical, rocky singletrack trails, with over 3,000 feet of e..

Big Bear Squatch North is an exciting running event held in Bear Mountain, NY, featuring a half marathon and various distances ranging from 5K to 50K. The course has undergone multiple reroutes in recent years due to storm damage, particularly from July 2023, which has affected trail accessibility. ..

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 we..

The Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 17K and a 50K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops. Runners will navigate a mix of technical single track and..

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..

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 Jack Bristol Lake Waramaug Ultra Races, celebrating its 51st anniversary on April 27, 2025, is a prestigious ultra-running event held in Kent, Connecticut. It features three distances: 100K, 50 miles, and 50K, making it the oldest 100K race in the United States. The course consists of scenic, pr..

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 Forgotten Forest Ultra Run is a unique 9-hour trail running event held in Roosevelt Forest, Stratford, CT. Celebrating its 10th and final edition, participants can choose to run, jog, hike, or walk on a well-marked loop with an elevation gain of 131 feet per loop. The event is limited to 25 part..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event held 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 terrain. The course includes ..

The Blue 2 Blue Challenge is a demanding 50K trail race held 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 approxima..

The Ansonia Trails 5K is a vibrant 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 a fun challenge for runners. Limited to 50 participants, the event pr..

The SMR Mayapple Trail Runs, taking place on May 17, 2025, in South Mountain Reservation, Millburn, NJ, features a variety of race distances 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 local volunteers, the..

C'mon Armageddon is an exhilarating running event set in the challenging terrain of Norvin Green State Park, West Milford, NJ. 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 1000 feet. Runners will..

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..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, featuring a unique blend of hiking and trail running. Scheduled from June 5 to June 8, 2025, participants can choose from various events, including individual and team formats for distances ranging from 15 to..

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 of moderately technical singletrack trails, featuring about 170 feet of elevation gain per loop. The event promises a..

The Brooksvale 12-Hour event is a unique running challenge held in Hamden, CT, featuring a 4.25-mile loop with a total elevation gain of 500 feet. Participants can aim for various distances, including a marathon (six loops), a 50k (eight loops), or even 50 miles within the 12-hour timeframe. The eve..

The Centurion Ultra Trail Event is an exciting ultra-running challenge set in Roosevelt Forest, Stratford, CT, featuring a 100-mile race with various buckle awards based on completion times. Participants can earn Red, White, or Blue Buckles by finishing within 24, 30, or 33 hours, respectively. The ..

The 7-11 Slurpee Day Ultra 60k is a unique running event held in Vernon, CT, where participants cover a distance of 37.5 miles while stopping at various 7-11 locations. This self-supported run encourages camaraderie and fun, with a soft eight-hour cutoff. Runners can choose their own pace and route,..