Trail Running calendar near Fairfield 2025-2026

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, offering a unique blend of hiking and trail running from June 5 to June 8, 2025. Participants can choose from various events, including individual and team formats, with distances ranging from 15 to over 152 ..

The Sri Chinmoy 24-Hour, 12-Hour, and Midnight Marathon is a running event taking place at Rockland Lake State Park, NY. This scenic race features a flat, 2.95-mile paved loop, ideal for both first-time ultra runners and those aiming for personal records. The event emphasizes high standards of runne..

The Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trails for runners and mountain bikers. Participants can enjoy a full day of activities, including a 4-hour run, 10K and 5K runs, a run/bike duathlon, and various mountain bike races. The festival also offer..

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. Scheduled for the se..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Mansfield, CT. Participants will enjoy a beautiful course that follows the Fenton River, featuring varied terrain, small bridge crossings, and a climb to a 50-foot cliff. The event includes th..

The Summer Solstice Trail Run is an exciting early morning event held in Gay City State Park, offering participants three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the 2025 Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra and Trail series, providing a..

TPK Bad Decisions is an exciting 30-hour team event held in Andover, NJ, where four-person teams tackle a series of challenging tasks in a non-stop format. Combining elements of adventure racing and problem-solving, participants will face three types of challenges that test their skills in navigatio..

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

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is set to take place in Stratford, Connecticut, featuring a challenging 100-mile race through picturesque terrain. Participants can earn one of three unique buckles based on their completion time: Red for under 24 hours, Wh..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place on July 11, 2025, in Connecticut. Participants will cover a self-supported distance of 37.5 miles, stopping at various 7-11 locations along the route. The event encourages a fun and relaxed atmosphere, with no strict course or pac..

The Squatchy Surprise is an exciting endurance event taking place at South Mountain Reservation in West Orange, New Jersey, on July 26, 2025. This unique trail running experience combines physical challenge with an element of chance, as participants draw colored golf balls to determine which of four..

The Second Annual Orange Runners Club Summer Sizzle XC5k is a cross-country running event taking place at the Rich Furst Sanfordville Elementary School XC Course in Warwick, NY. This event emphasizes teamwork, dedication, and fun, making it suitable for participants of all ages. The race features a ..

The Soapstone Assault is a challenging trail running event that takes place around Soapstone Mountain, covering approximately 5 miles. Participants will tackle a rigorous course that requires them to ascend the mountain six times, making it a demanding hill workout. The race features steep, rocky, a..

The MCW Westfield Ultra is an exciting endurance event organized by MissionCleanWater, taking place at Tamaques Park. Participants can choose to run for various durations, including 3, 6, 9, 12, or 24 hours, completing as many laps as possible around the park. This annual event aims to challenge run..

The Thunder Chicken Squatch is an exciting trail running event taking place at Stokes State Forest in Branchville, NJ. Scheduled for August 10, 2025, participants can choose between a 10K or a 17-mile race, catering to runners and hikers of all ages and abilities. The event honors military personnel..

The Interstate 17 Trail Run, taking place in Closter, NJ, is a challenging 17-mile race designed for experienced runners. Participants will navigate a rugged course featuring over 5,000 feet of elevation change, with technical trails and stunning views along the Hudson River. The race consists of fo..

The Stonington Cross Country 5K is a running event scheduled for August 13, 2025, in Pawcatuck, Connecticut. This race features a 5K course and a Children's 1/2 Mile, catering to participants of all ages. The race begins on the track at Stonington High School, followed by a scenic route that include..

The Jug End Loop Ultra is an exciting running event scheduled for August 23, 2025, at Jug End State Reservation in Egremont, MA. Participants can engage in a 6-hour ultra event, completing as many laps as possible on a scenic 4.2-mile course that features a mix of uphill and downhill terrain. The ev..

The Barn-B-Q Trail Festival is a unique outdoor celebration held at the restored Masker's Barn in Berkeley Heights, NJ. This event combines trail running and hiking with a lively barn party featuring BBQ, beer, wine, and various activities. Participants can enjoy self-guided trail tours, lawn games,..

The Macedonia Trail Race, held annually in Macedonia Brook State Park, Kent, CT, offers a unique trail running experience with stunning single-track paths, challenging climbs, and breathtaking viewpoints. Celebrating its 7th year, the event features three race distances: 50K, 25K, and 12K, catering ..