Trail Running calendar near Poughkeepsie 2025-2026

The Landis Arboretum 5K Forest Run is an annual event held in Esperance, NY, showcasing a scenic cross-country course through the Arboretum's forests and meadows. Participants can enjoy stunning views of the Schoharie Valley while competing in this 19th edition of the race. The event features age gr..

The Running Wild at Wildwood 2.5 Mile Trail Run is an exciting outdoor event taking place at Wildwood State Park in Wading River. Scheduled for August 9, 2025, this trail run invites participants of all skill levels to enjoy the scenic beauty of the park while engaging in a healthy and fun activity...

The Sweltering Summer Ultra is an annual running event held at Clapp Park in Pittsfield, Massachusetts. The 13th edition features an 8-hour race on a certified 0.355-mile dirt and cinder track, with runners switching directions halfway through. Participants can run or walk as many laps as they choos..

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 stunning views along the Hudson River. The race consists of four loops, including a..

The Thunder Chicken Squatch is a trail running event held in Stokes State Forest, Branchville, New Jersey, on August 10, 2025. Participants can choose from a 17-mile or a 10K course, with the 17-miler featuring technical terrain, rocks, roots, and approximately 1,500 feet of elevation gain. The even..

Climb It For Climate is a mountain running event held in the Catskill Mountains at Belleayre Resort, featuring 25K and 8K races. The event emphasizes sustainability, being a zero-carbon race that offsets emissions through partnerships with Native Energy. Participants can enjoy stunning views from a..

The Fabulous Fahnestock Trail Races, held in Fahnestock State Park, NY, offer a unique trail running experience with courses ranging from 5.5 miles to 50K. Participants can enjoy a mix of runnable dirt roads and challenging technical single track, making it suitable for both novice and experienced r..

The Dirty Dozen 50K is a challenging ultramarathon held in New York City’s Forrest Park. Participants are tasked with completing a 50-kilometer race that involves running 12 hilly loops, testing both endurance and mental toughness. Known for its difficulty, the event attracts serious trail runners s..

The Jug End Loop Ultra is a 6-hour ultra running event held at Jug End State Reservation in Egremont, Massachusetts. Participants run multiple laps of a challenging 4.2-mile course featuring woods, fields, and an apple orchard, with an elevation change of 830 feet per lap, split evenly between uphil..

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,..

The FallApple event in South Orange, NJ, is a diverse running competition scheduled for September 6, 2025. Participants can choose from various distances, including a 5K, 10K, half marathon (13.1 miles), marathon, 50K, and 50 miles. The course features a mix of fire roads, single-track trails, hills..

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, starting in West Suffield and ending in New Haven along the scenic, flat Farmington Canal Heritage Trail. This non-competitive challenge supports Mental Health Connecticut thro..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

The Macedonia Trail Race, held annually in Macedonia Brook State Park in Kent, Connecticut, offers trail runners a unique experience with its lush forest trails, challenging climbs and descents, and stunning viewpoints including Cobble Mountain, where runners can see the Catskill Mountains on clear..

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will navigate a scenic loop course that combines pavement, grass, and single-track trails..

The Shawangunk Ridge Trail Run (SRT) is a challenging ultramarathon event that spans 70 miles along the scenic Shawangunk Mountains, from High Point State Park in New Jersey to Rosendale, New York. The trail features diverse terrain, including rocky sections, waterfalls, wetlands, and iconic white c..

The Storybook Half Marathon is a friendly trail running event held in Roosevelt Forest, Stratford, Connecticut. The course consists of 1.64-mile loops repeated eight times, totaling the half marathon distance of 13.1 miles. Runners, joggers, hikers, and walkers are all welcome, with a four-hour time..

The Wild Goose Trail Festival is a multi-day trail running event held at Wawayanda State Park in Hewitt, New Jersey. Taking place September 20-21, 2025, it offers a variety of race distances including a 1-mile kids run, 10K, half marathon, 50K, 50-mile, 100K, 100-mile, and a 36-hour endurance challe..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..