Trail Running calendar near Shandaken 2025-2026

The Second Annual Orange Runners Club Summer Sizzle XC5k is a cross country race held at the Rich Furst Sanfordville Elementary School XC Course in Warwick, New York. This event celebrates teamwork, dedication, competition, and fun, taking place on a course known for its rich cross country history,..

The Newbsanity Extreme Ravine Trail Race, held in Binghamton, NY, offers a challenging trail running experience on the southern trail system of the Newbsanity Adventure Center. Participants can choose from a 5K single loop, a 15K race consisting of three loops, or a demanding 12-hour endurance event..

The People's Forest 7-Mile Trail Run is an annual trail running event held in Barkhamsted, Connecticut. Celebrating its 26th edition in 2025, the race is part of the USATF Connecticut Mountain Ultra Trail (MUT) series championship. The course starts and finishes near the Matheis Grove Pavilion on Ea..

The Landis Arboretum 5K Forest Run, held in Esperance, NY, is a scenic cross-country race through the arboretum’s forests and meadows, offering beautiful views of the Schoharie Valley. This rolling 5K course is part of the Route 20 Challenge Series and is USATF sanctioned. The event features chip ti..

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..

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 an annual trail running event hosted by the Bridgewater Land Trust and the Bridgewater Recreation Commission. Set in the scenic Bridgewater Town Park, the course features newly developed trails winding through forested woodlands with gentle h..

The Thunder Chicken Squatch is a trail running event held at Stokes State Forest in Branchville, New Jersey. Scheduled for August 10, 2025, it offers multiple race distances including a challenging 17-mile run, a 10K, and a 5K, with additional 10K rucking divisions featuring lightweight (15 lbs) and..

The Fabulous Fahnestock Trail Races take place in Fahnestock State Park, 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 expe..

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-..

Serenity on the Trails is a 4-mile trail race held in Schenectady Central Park, New York. The event features an open time trial format, allowing runners to start their timed lap anytime between 8 and 11 AM, with the course closing at noon. The race honors the memory of Ellen Wisnoski and supports Se..

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 scenic 4.2-mile course featuring woods, fields, and an apple orchard, with an elevation change of 830 feet per lap. The course includes uphill and..

The Thacher Park Trail Running Festival, held annually at Thacher State Park in Voorheesville, NY, offers a scenic and challenging trail running experience. Participants can choose from four distances: 10K, half marathon (13.1 miles), marathon (26.2 miles), and an ultra 50K. The course features a sh..

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 course winds through the Sanctuary's 669-acre nature preserve, which features 8.5 miles of hiking trails across Bedford, Mount Kisco, and Armonk. The..

The Salt Springs Field, Forest & Falls Trail Races, held in Montrose, Pennsylvania, offer a rugged trail running experience through old-growth forests with stunning scenery. In its 13th year in 2025, the event features three race distances: 5K, 10K, and a challenging 50K. The 5K is mostly trail, whi..

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

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 Brookfield Classic is a trail running event held in the scenic Charles E Baker State Forest in Brookfield, New York. It offers three race distances: a 5K for beginners or casual runners, a family-friendly 15K loop featuring a mix of truck and horse trails suitable for walking or running, and a c..

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 70-mile Shawangunk Ridge Trail, which stretches from High Point State Park in New..

The Where the Pavement Ends Single & Double Loop is a trail running event held in Ridgefield, Connecticut, starting and finishing at the Lake Windwing ballfields. Scheduled for September 14, 2025, the race offers two options: a 4.25-mile single loop and an approximate 8-mile double loop through the..