Trail Running calendar near Roxbury 2025-2026

The Free to Run Trail Races, organized by the Berkshire Ultra Running Community for Service (BURCS), will take place on June 21, 2025, in Pittsfield State Forest, Massachusetts. This event features three race distances: 15K, 25K, and 50K, designed to challenge participants with scenic trails and sig..

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 60K race featuring approximately 6,600 feet of elevation gain and a 15K race with about 1,650 feet of gain. The event promises a scenic trail exper..

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 Second Annual Orange Runners Club Summer Sizzle XC5k is set to take place at the Rich Furst Sanfordville Elementary School XC Course in Warwick, NY. This exciting event features a 5k run or walk, along with a Kids Dash, promoting teamwork, dedication, and fun in the spirit of cross country runni..

The Wakely Dam Ultra is a challenging 55K ultra marathon set in the scenic Adirondack Park of New York State. The race takes place along a remote section of the Northville Placid Trail, featuring a total elevation gain of 3300 feet. Participants must be self-supported, providing their own aid throug..

The Newbsanity Extreme Ravine Trail Race is an adventurous running event taking place in Binghamton, NY, featuring a challenging course designed for thrill-seekers. Participants can choose from three events: a 5K, a 15K, or a grueling 12-hour race. The course is set in the southern trail system of t..

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 8-hour running event held at Clapp Park in Pittsfield, Massachusetts. Participants can run or walk as many laps as they choose on a certified dirt and cinder track, with a total of 74 laps required for marathon completion. The event features a unique aid stat..

Climb It For Climate is an exciting mountain running event set in the picturesque Catskill Mountains at Belleayre Resort. Participants can choose between a challenging 25K or an 8K course, both offering stunning views and a chance to enjoy the great outdoors. This event emphasizes sustainability, op..

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 woods, fields, and an apple orchard..

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 Salt Springs Field, Forest & Falls Trail Race is a challenging and scenic trail running event taking place in Montrose, Pennsylvania. Celebrating its 13th year in 2025, participants can choose from three race distances: 5K, 10K, and 50K. The courses traverse technical trails through an old-growt..

The Macedonia Trail Race, held in Macedonia Brook State Park, Kent, CT, offers a unique trail running experience with stunning single-track paths, challenging climbs, and breathtaking viewpoints. Now in its 7th year, the event features three race distances: 50K, 25K, and 12K, catering to various ski..

The Brookfield Classic is an exciting running event set in the scenic Charles E Baker State Forest in Brookfield, New York. Participants can choose from three race distances: a 5K, a 15K, or a challenging 50K Ultra Marathon. The 5K is perfect for beginners or those who prefer a shorter distance, whi..

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 an exciting trail running event that showcases the stunning landscapes of the Shawangunk Mountains in New York. Participants can choose from three divisions: a 70-mile ultra, a 30-mile run, and a half marathon, catering to various skill levels. The event empha..

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 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..