Trail Running calendar near Poughkeepsie 2025-2026

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 will feature a mix of fire roads, single-track trails, h..

The Macedonia Trail Race, held in Macedonia Brook State Park, Kent, CT, offers a unique trail running experience with stunning single track and lush forest trails. Participants can choose from three distances: 12K, 25K, and 50K, each featuring challenging climbs and breathtaking viewpoints. The 25K..

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

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 run on a scenic loop course that combines pavement, grass, and single track trails...

The Shawangunk Ridge Trail Run (SRT) is a scenic running event taking place in the Shawangunk Mountains, New York, featuring three divisions: a 70-mile ultra, a 30-mile run, and a half marathon. The trail showcases diverse landscapes, including wetlands, waterfalls, and stunning views across five st..

The Storybook Half Marathon is a friendly and inclusive running event taking place in Stratford, CT, on September 13, 2025. Participants can choose to run, jog, hike, or walk the scenic trail course, which features a mix of single and double track trails with some elevation. The event allows up to f..

The Wild Goose Trail Festival, taking place from September 20-21, 2025, at Wawayanda State Park in Hewitt, NJ, offers a variety of trail running events, including distances from 1 mile to 100 miles. This festival features a supportive atmosphere with generous cut-off times, making it ideal for both..

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..

The Cockaponsett Trails to a Cure is a trail running event taking place in Chester, Connecticut, featuring two race options: a 4-mile and a 9-mile course through the scenic Cockaponsett State Forest. The challenging terrain includes roots, rocks, and hills, with water stations provided along the rou..

The Angevine Farm Trail Festival, hosted by Steep Endurance, takes place in Warren, Connecticut, showcasing the region's scenic trails. This annual event features a variety of races, including an 8-hour challenge, a half marathon, and a 5K, with routes that traverse grassy fields, state forest trail..

The Water Gap 50k and Half is a scenic trail running event set in the picturesque Delaware Water Gap, Pennsylvania. Participants can choose between a 50k or 25k distance, both of which traverse the beautiful McDade Trail, known for its mix of cinder paths and singletrack terrain. This event not only..

The Cat's Tail Trail Marathon is a challenging 26-mile race set in the scenic Slide Mountain Wilderness Area of the Catskill Mountains, New York. Celebrating its eleventh edition, the marathon features rugged trails with nearly 7000 feet of elevation gain, offering participants breathtaking views an..

The IronHike Endurance Series is a unique multi-day event taking place at Mohawk Mountain in Cornwall, CT, from October 2 to October 5, 2025. Participants can choose from various challenges, including individual and team formats, with distances ranging from 15 to over 152 miles, featuring significan..

The NJ Trail Series One Day is a multi-day running event taking place from October 2 to October 5, 2025, at the Sussex County Fairgrounds in Augusta, NJ. Participants can choose from various race formats, including 72-hour, 48-hour, 24-hour, 12-hour, and 6-hour races, as well as marathon and 50K opt..

The Flutters and Foliage Endurance Run is an annual fundraising event held in Cohoes, NY, organized by Flutters of Hope Inc., a nonprofit supporting individuals and families affected by eating disorders. This year marks its third edition, featuring various endurance challenges, including a 6-hour ru..

The Tesla Hertz Run is an exciting running event taking place in Rocky Point, NY, featuring various race distances including a 150 Miler, 100 Miler, 100K, 50 Miler, 50K, and 10 Miler. Set in a picturesque area of Long Island, the course offers a scenic 10.48-mile loop through the pine barrens, provi..

The Forbidden Forest 30 Hour Ultra Run is an exciting endurance event set in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. This unique race allows entrants to cover distances of 26.2 miles, 50K, 50 miles, 100K, or 100 miles, with the goal of achieving the most mi..

The Paine to Pain Trail Half Marathon is a unique running event set in the scenic woods and trails of five parks in Westchester County, New York. This race features a single-loop course that allows participants to experience diverse terrain, primarily consisting of dirt paths, while enjoying the nat..

The Mohawk Mountain Race, organized by Steep Endurance, takes place at the Mohawk Mountain Ski Area in Cornwall, CT. This unique event transforms the ski mountain into a challenging running course featuring 5K, 10K, Half Marathon, and Marathon options. Participants will navigate steep ascents and de..

The Mt. Tom Trail Race is an exciting running event set against the stunning backdrop of Mt. Tom, particularly during peak foliage.Participants can choose from a solo 25k, a 2-person 25k relay, or a solo 10k, all featuring challenging terrain and breathtaking views. The race supports the Kestrel Lan..