Trail Running calendar near Roxbury 2025-2026

The Sri Chinmoy 24-Hour, 12-Hour, and Midnight Marathon is a running event taking place at Rockland Lake State Park, NY, on June 7-8, 2025. Participants can choose from three race formats: a 24-hour race, a 12-hour race, or a midnight marathon. The course features a scenic, flat, and fast 2.95-mile..

The Ansonia Six Hour Trail Run is an exciting endurance event taking place at the Ansonia Nature Center in Ansonia, Connecticut. Participants will tackle approximately 1.9-mile loops on moderately technical singletrack trails, featuring about 170 feet of elevation gain per loop. Scheduled for the se..

The Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trails for both runners and mountain bikers. Participants can enjoy a full day of activities, including a 4-hour run, 10K and 5K runs, a run/bike duathlon, and various mountain bike races. The festival also..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Connecticut. Participants will enjoy a beautiful course that follows the Fenton River, featuring varied terrain, small bridge crossings, and a climb to a 50-foot cliff. The event includes thre..

The Edge Hill Trail Race, scheduled for 2025, is a collaborative event with the Franklin Land Trust, celebrating the scenic trails and dirt roads of Ashfield. This race emphasizes a relaxed atmosphere, encouraging participants to enjoy the natural beauty while challenging themselves physically and s..

Manitou’s Revenge is a challenging 53-mile ultramarathon set in the scenic Catskill Mountains, starting in Windham, NY. The course features approximately 15,000 feet of elevation gain, with rocky and steep terrain that requires runners to be self-sufficient, as aid stations are limited. Participants..

The Summer Solstice Trail Run is an exciting early morning event held in Gay City State Park, featuring three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the 2025 Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra, and Trail (MUT) series, offering teams a..

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 Brooksvale 12-Hour event is a unique running challenge taking place in Hamden, CT, where participants can test their endurance over a 12-hour period on a scenic 4.25-mile loop with a total elevation gain of 500 feet. Runners can aim for various distances, including 50 miles, marathons, or 50k, m..

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is set to take place in Stratford, Connecticut, featuring a challenging 100-mile race with a loop course of 2.5 miles. Participants can earn one of three unique buckles based on their completion times: Red for under 24 hour..

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 7-11 Slurpee Day Ultra 60k is a unique running event taking place in Vernon, CT, on July 11, 2025. Participants will cover a distance of 37.5 miles, primarily on roads, while making stops at various 7-11 locations along the route. This self-supported run encourages camaraderie and fun, with a so..

The Rails-to-Trails 5K in East Hampton is a point-to-point race starting at the Connecticut Draft Horse Rescue. Participants will be transported to the starting line via shuttle buses from Center School. The course features a scenic route along the Air Line Trail, concluding at the Old Home Days gro..

Pinky’s Rock n Rolla is a unique trail running event taking place in Richmond Hill, NY. This four-mile race offers participants the chance to experience actual trail running through the scenic Forest Park, featuring natural terrain shaped by glaciation. The event is designed for both newcomers and s..

The Squatchy Surprise is an exciting endurance event taking place at South Mountain Reservation in West Orange, New Jersey, on July 26, 2025. This unique trail running experience challenges participants to draw colored golf balls to determine which of four loops they will run, adding an element of c..

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 Soapstone Assault is a challenging approximately 5-mile trail race held at Soapstone Mountain, featuring a unique course that requires participants to climb the mountain six times. This event is designed for those seeking a rigorous hill workout, as runners navigate steep, rocky, and potentially..

The People's Forest 7-Mile Trail Run, now in its 26th year, is a prominent event in the USATF/CT Mountain Ultra Trail series. Scheduled for August 2, 2025, in Barkhamsted, CT, this trail run offers participants a scenic and challenging course through the beautiful People's Forest. The event is open..

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..