Trail Running calendar near Rocky Point 2024-2025

The West Rock Winter Fat Ass Extravaganza is an exciting running event taking place in Hamden, CT, featuring 1.6-mile loops around Lake Wintergreen for a duration of eight hours. Participants can enjoy a variety of refreshments, including pizza, soup, grilled cheese, and snacks, while an aid station..

The Cross Island 20 Miler Trail Run is an annual event organized by the Long Island Trail Running Club, taking place on December 28, 2024, in Massapequa, NY. This unique trail run spans from the South Shore to the North Shore of Long Island, attracting enthusiastic runners who enjoy the camaraderie ..

The NJ Trail Series SOMO Winter 3 is a running event taking place in South Orange, NJ, featuring three race distances: 5K, 10K, and 13.1 miles. The course is designed to incorporate a variety of terrains, including fire roads, single track trails, and hills, providing a challenging experience for pa..

The Frosty Fat Sass is an annual trail running event taking place in West Orange, NJ, designed for runners and hikers of all ages and abilities. Participants can choose from a 5K, 3-hour, or 6-hour race, all set in the scenic South Mountain Reservation. This event not only promotes outdoor activity ..

The Squatchy Onesiefest 5K is a unique winter trail running event scheduled for February 8, 2025, at the Ramapo Valley County Reservation in Mahwah, NJ. Participants are encouraged to wear their favorite onesies for a fun and memorable experience. The event features a scenic "lollipop" course that r..

The Febapple Frozen 50M, 50K, 20M, and 10M is a running event taking place in South Orange, NJ, on February 22, 2025. Participants can choose from four distances: 50 miles, 50 kilometers, 20 miles, and 10 miles, all set within the scenic South Mountain Reservation. The race features a 10-mile loop c..

Squatchapple is a trail race event taking place on March 8, 2025, at the South Mountain Reservation in West Orange, NJ. Participants can choose from various distances, including 11 miles, 20 miles, 50K, and 50 miles, making it suitable for runners and hikers of all ages and abilities. The event supp..

The Livingston Oval Ultra is an annual running event held in Livingston, NJ, featuring three race durations: six hours, three hours, and one hour. Participants aim to complete as many laps around a certified flat and fast oval course as possible within their chosen time limit. The event promotes a s..

The Lenape Trail Run is a self-supported 34-mile running event taking place on March 8, 2025, in Millburn, NJ. Participants will gather at the Locust Grove trailhead and take a train to Newark, from where they will run back along the historic Lenape Trail. This trail, established in 1982, is one of ..

The Spring on the Trails Endurance Runs is an exciting annual event held in Lagrangeville, NY, featuring timed races of 3, 6, and 12 hours on a scenic 5k trail loop with approximately 250 feet of elevation gain per lap. Participants aim to complete as many loops as possible within their chosen time ..

The MCW Lenape Runventure is a unique running event taking place over two days, featuring the 36-mile Lenape Trail in Millburn, NJ. Participants can join on either March 29 or March 30, 2025, with a mandatory fundraising goal of $1,000 to support clean water initiatives in Uganda. The event offers a..

The Sleeping Giant Trail Runs is an exciting and challenging trail running event set in Hamden, Connecticut, featuring two race distances: a 25K and a 50K. The course showcases the diverse terrain of Sleeping Giant State Park, with over 30 miles of trails that include smooth carriage roads and techn..

Big Bear Squatch North is an exciting trail running event set to take place in Bear Mountain, NY, featuring a variety of distances ranging from 5K to 50K. The course has undergone several reroutes in previous years due to storm damage, and the organizers are currently assessing the trails for the 20..

The Spring SOMO Timed Trail Races is a running event scheduled for April 12, 2025, at South Mountain Reservation in South Orange, NJ. Participants can choose from various race formats, including a 3K loop, 6K loop, and timed events lasting 1, 3, or 6 hours. The course features a mix of single track,..

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

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, part of the Squatchywaska Mountainfest, offers participants a unique trail running experience through the stunning landscapes of the Shawangunk Ridge. Runners can choose between two challenging courses: a 10-mile route and a 25K course, both featuring significant ..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, marks the 51st anniversary of this historic event, known as the oldest ultra race in Connecticut and the first 100K in the United States. Participants can choose from three distances: 100K, 50 miles, and 50K, all set on scen..

Leatherman's Loop is a popular 10k trail race held annually in Cross River, New York. The event is known for its scenic course and community spirit, attracting participants of all ages, from 7 to 107. Due to its popularity, entry is determined through a lottery system.The registration fee includes t..

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..