Trail Running calendar near Kingston 2025-2026

The Squatchy Surprise is a unique trail running event held at South Mountain Reservation in West Orange, New Jersey. Scheduled for July 26, 2025, it offers 12-hour, 6-hour, and 3-hour race options. The course features four distinct trail loops, with participants drawing colored golf balls before eac..

The People's Forest 7-Mile Trail Run is an annual trail running event held in Barkhamsted, Connecticut. It covers a challenging 7-mile course through scenic forest trails, offering runners a chance to experience natural beauty and rugged terrain. The race is part of the USATF/CT Mountain Ultra Trail..

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 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 and hiking event held at Stokes State Forest in Branchville, New Jersey. Scheduled for August 10, 2025, it offers multiple distances including a challenging 17-mile run, a 10K, and a 5K, with new rucking divisions for the 10K featuring lightweight and h..

Climb It For Climate is a mountain trail running event held at Belleayre Mountain Ski Center in the Catskill Mountains, New York. Participants can choose between a challenging 25K course with approximately 15 miles and 5,000 feet of elevation gain and descent, or a shorter 8K course covering about 5..

The Tappen Brook 5K, held in Bridgewater, Connecticut, is a scenic trail race through the newly developed Bridgewater Town Park. Now in its second year, this 5K course features gently rolling hills and natural trails winding through woodlands with views of Lake Lillinonah. The terrain combines packe..

The Fabulous Fahnestock Trail Races take place in Fahnestock State Park near Cold Spring, NY, offering distances of 50K, 25K, and a 5.5-mile race. The course features a mix of runnable dirt roads and technical single-track trails, with scenic views including lakes, ponds, and old rail beds. Runners..

The Hook Mountain Ultra is a challenging 51.7-mile trail run held in Upper Nyack, New York, featuring 10,928 feet of elevation gain. The course includes one 5.7-mile small loop followed by four 11.5-mile big loops, all starting and finishing at Nyack Beach State Park. Runners begin with a steep 1.6-..

The Jug End Loop Ultra, held at Jug End State Reservation in Egremont, Massachusetts, is a challenging 6-hour ultra running event featuring a 4.2-mile loop course through woods, fields, and an apple orchard. Each lap includes approximately 830 feet of elevation change, with equal uphill and downhill..

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..

Raptor Ridge Presented by Peace, Love, Trails is a challenging 6.5-mile trail race held at the Westmoreland Sanctuary in Mount Kisco, New York. The event takes runners through the scenic and rugged trails of the 669-acre wildlife preserve, which spans three towns and offers 8.5 miles of hiking paths..

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, held in Pawling, NY at Lakeside Park, offers runners a challenging and festive endurance experience. Participants can choose from 3, 6, 12 (including a night start), or 24-hour timed races on a 1.68-mile loop course featuring pavement, grass, and single-tr..

The Shawangunk Ridge Trail Run (SRT) is a challenging trail running event held in Rosendale, New York, featuring three race distances: a 70-mile ultra, a 30-mile race, and a half marathon. The course follows the scenic Shawangunk Ridge, a 70-mile trail extending from New Jersey to New York, known fo..

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. It features a variety of race distances including a 100-mile ultra, 100K, 50-mile, 50K, half marathon, 10K, and a 1-mile kids run, making it accessible for all levels. The 100-mile ra..