Trail Running calendar near North Fork 2025-2026

The Run for the Rescue 5K Trail Run/Walk is scheduled for April 5, 2025, at Blydenburgh County Park in Hauppauge, NY. This dog-friendly event encourages participants to bring their leashed pets along for the run. The course features a mix of trails suitable for all experience levels. Registration op..

Bimbler's Bash is an annual trail running event held at A.W. Cox Elementary School in Guilford, Connecticut. This 10K (ish) race, which has been a staple since 2007, attracts both competitive runners and families, making it the largest event of its kind in the state.The course features a challenging..

The Farm & Forest All-Terrain 5K & Kid Fun Run is an exciting outdoor running event scheduled for April 6, 2025, in Stamford, Connecticut. Participants will enjoy a scenic 5K course that begins at the Fedele Family Plaza and winds through Heckscher Farm, featuring various animals and beautiful lands..

The John Jay Community Trail Race is a competitive running event taking place in Cross River, NY, featuring a 5k race, a 4k Jay Walk, and a Kids Jay Dash. The 5k race is set on the newly developed John Jay Community Cross Country Trail, which includes challenging wooded terrain. The 4k Jay Walk offe..

The "4 in the Forest" event is a trail running race taking place in Irvington, NY, featuring a challenging 4-mile course through the scenic Irvington Woods. Participants can look forward to a memorable experience, complete with a custom-designed race patch and medal. The event encourages community i..

The Bunny Trail 5K, organized by the Never Stop Running Foundation, is set to take place at Bethpage State Park on April 13, 2025. This annual event invites participants to enjoy a scenic run or walk along beautiful trails, with a free kiddie run also available. The course features mostly flat terra..

The Brookhaven Trail 15K and 4 Mile Trail Run is set to take place at Brookhaven State Park in Wading River, NY. This popular event features a challenging course that includes various trail conditions, from single-track paths to sandy sections, all within the scenic woodlands of Suffolk County. Part..

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 a scenic running event taking place in East Islip, NY, featuring a 50K and a 25K race along the beautiful Suffolk County Long Island Greenbelt Trail. The race starts at Sunken Meadow and concludes at Heckscher State Park, offering participants a picturesque route through towns and tra..

The Lake Mohegan Trail Race is a women's only trail running event held in Fairfield, CT, organized by Steep Endurance. Aimed at promoting trail running among women, the event typically sees 30-40% female participation, with over 125 runners in 2024. The race features three distance options: a 5K, a..

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 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 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 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 Spring Fling 600 is an annual trail running event organized by the CT Trailmixers, taking place at YMCA Camp Sloper in Southington, CT. This year marks the eighth edition, featuring two race options: a 600-minute challenge where participants can run as many loops as they wish on a roughly three-..

The "Run Like A Mother" 5K Trail Run, organized by the Franklin Elementary School PTO, is a family-friendly event taking place at Giddings Park in North Franklin, CT. This Mother's Day-themed race celebrates the incredible role of mothers and is open to participants of all ages, including a special..