Trail Running calendar near Poughkeepsie 2025-2026

The Centurion Ultra Trail Event is a challenging running competition set in the picturesque Roosevelt Forest in Stratford, Connecticut. Scheduled for June 28-29, 2025, this event features multiple race options, including 100 miles, 100K, and 50 miles, with a unique loop course of 2.5 miles. Particip..

The Red Wing Trail Challenge, organized by Conquer The World Endurance, is set for July 6, 2025, in Lagrangeville, NY. Participants can choose between a challenging 60K race, featuring approximately 6,600 feet of elevation gain, or a 15K race with about 1,650 feet of gain. The event promises a vibra..

The Rails to Trails 5K is a scenic point-to-point race held in East Hampton, CT, as part of the Old Home Days celebration. The race begins at the Connecticut Draft Horse Rescue and features a route that includes a shaded stretch along the Air Line Trail. Participants can enjoy a water station along..

The Notchview Ultra is an exciting multi-day running event scheduled for July 11-14, 2025, in Windsor, MA. Participants can choose from various race formats, including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours, all set on a scenic 1.9-mile loop trail. The event features well-s..

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..

Pinky’s Rock n Rolla is a unique trail running event taking place in Richmond Hill, NY. This four-mile race offers participants the chance to experience actual trail running through the scenic Forest Park, featuring natural terrain shaped by glaciation. The event is designed for both newcomers and s..

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 challenges participants to draw colored golf balls to determine which of four loops they will run, adding an element of c..

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 celebrates teamwork, dedication, and competition, offering participants a chance to engage in a 5k run or walk,..

The Soapstone Assault is a challenging approximately 5-mile trail race held at Soapstone Mountain, featuring a unique course that requires participants to climb the mountain six times. This event is designed for those seeking a rigorous hill workout, as runners navigate steep, rocky, and potentially..

The MCW Westfield Ultra is an annual endurance event hosted by MissionCleanWater at Tamaques Park in Westfield, NJ. Participants can choose to run for 3, 6, 9, 12, or 24 hours, completing as many laps as possible around a 0.8-mile loop. The event encourages runners of all skill levels and includes a..

The People's Forest 7-Mile Trail Run, now in its 26th year, is a prominent event in the USATF/CT Mountain Ultra Trail series. Scheduled for August 2, 2025, in Barkhamsted, CT, this race offers participants a scenic and challenging trail experience. The event is dedicated to the memory of Peter Hawle..

The Landis Arboretum 5K Forest Run is a scenic cross-country race set in the beautiful landscapes of the Arboretum in Esperance, NY. Scheduled for August 9, 2025, this event marks the 19th annual run, featuring a rolling course through forests and meadows with stunning views of the Schoharie Valley...

The Sweltering Summer Ultra is an annual running event held in Pittsfield, Massachusetts, featuring an 8-hour race on a certified dirt and cinder track. Participants can run or walk as many laps as they choose, with a total of 74 laps required to complete a marathon distance. The event includes a un..

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..

Climb It For Climate is an exciting mountain running event taking place in the Catskill Mountains at Belleayre Resort. Participants can choose between a challenging 25K or an 8K course, both offering breathtaking views of the surrounding peaks. The event emphasizes sustainability, operating as a zer..

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 from various distances, including a 17-mile race, a 10K, and a 5K, with special categories for rucking. The event honors milit..

The Fabulous Fahnestock Trail Races, held in Fahnestock State Park, NY, offer a unique running experience through the scenic Hudson Valley. Participants can choose from three distances: 50K, 25K, and a 5.5-mile race, all featuring a mix of runnable dirt roads and challenging technical single track...

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 Thacher Park Trail Running Festival, established in 2014, takes place at Thacher State Park in Voorheesville, NY. This scenic event offers participants a choice of four race distances: 10K, 13.1M, 26.2M, and 50K, allowing runners to experience the park's beautiful trails. The festival promotes a..

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,..