Trail Running calendar near Chesterfield 2025-2026

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, including steep climbs, rocky and rooty sections, and a scenic downhill through the woods. Runners can choose from three race option..

The Vulcan's Fury Trail Race, held in Nottingham, New Hampshire, offers a challenging and scenic trail running experience inspired by the area's volcanic history. Participants can choose between a half marathon and a 5-mile race, both featuring rugged terrain including massive boulder fields, dense..

The Mt. Tom Trail Race, held within Mt. Tom State Park in Massachusetts, offers runners a challenging experience amid stunning fall foliage.Participants can choose from a solo 25k race with 3,600 feet of elevation gain, a 2-person 25k relay, or a solo 10k, all on rugged single-track hiking trails. T..

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 18 October 2025. You can run between 10 and 26 miles.

The Ghost Train Trail Races, held in Brookline, New Hampshire, is the state's original 30-hour ultramarathon event along the historic Granite Town Rail Trail. Participants can choose from multiple race distances including 7.5 miles, 15 miles, 30 miles, or a 30-hour ultramarathon and relay options. T..

The Malta Trail Race in Malta, NY, hosted by the Roundabout Runners Club, offers 2k, 3k, and 5k trail running events set in the scenic 100 Acre Woods. The course starts at the Luther Forest Athletic Fields and features well-maintained trails, mostly covered in stone dust and about six feet wide, wit..

The Book It for Books 10k is a charitable running event held at Lake Accotink Park in Springfield, Virginia. The race features a 10k course that combines mostly trail running with some paved sections, including out-and-back routes on both the north and south sides of the lake. It benefits Reading is..

The Powisset Farm Trail Run - Fall is a popular trail running event held at Powisset Farm in Dover, Massachusetts. Scheduled for October 26, 2025, it offers four race distances: 8.3, 5.6, 3.1, and 1.5 miles, traversing scenic trails through Powisset Farm and the neighboring Noanet Woodlands. The rac..

The Hamsterwheel in New Boston, NH, is a unique ultrarunning event featuring 6, 12, 24, and 30-hour races, including relay options. The course is a scenic, largely flat 4-mile loop starting near the Hillsborough County Fairground, running along the New Boston Rail Trail by the Piscataquog River to L..

The Moreau Half is a challenging 14-mile trail race held at Moreau Lake State Park in Gansevoort, NY. Taking place on November 1, 2025, the course features approximately 2,700 feet of elevation gain over technical, winding singletrack trails, making it a demanding event suited for experienced trail..

The Saratoga Stryders Fall Back 5 Mile Trail Race is held annually at Saratoga Spa State Park in Saratoga Springs, NY. This challenging 5-mile course features a mix of hills, ridges, single-track trails, wide paths, paved sections, grassy areas, and even a stair climb near SPAC, offering runners a d..

The Race for DFL is a unique "last runner standing" backyard ultra event held at Kenty’s Farm in Winchendon, Massachusetts. Participants run a 4.1666-mile loop every hour on the hour, continuing until only one runner remains. The course features a mix of terrain including grassy fields, trails, crus..

The Centerville Bank Thompson Turkey Trot is an annual event held at the West Thompson Dam Overlook Shelter in Thompson, Connecticut. It features a 5K timed trail run, a 3K untimed walk called the "Wobble" where dogs on leashes are welcome, and a free kids' fun run for children 12 and under. The eve..

The TARCkey Trot is a unique 6-hour timed running event set on a scenic 5K loop at Wright Locke Farm in Winchester, MA. Participants can run as many loops as they wish within the time limit, navigating a course filled with natural terrain challenges. The event promotes community engagement, offering..

The Mount Ascutney Vertical Backyard is a challenging "Last Person Standing" endurance event held in Brownsville, Vermont. Participants repeatedly ascend and descend 1,209 vertical feet each hour via multiple course options, including three laps on a 403-foot t-bar path or a single lap on a longer 1..

The 27th Annual Novemberfest Race for the Nashua Children's Home is a festive 4-mile running event held in Nashua, New Hampshire. The race course winds through the scenic Mine Falls Park, offering participants a beautiful natural setting. The event starts near the Pine Street Extension entrance to t..

The Krampuslauf is a unique running event held in Lyme, New Hampshire, featuring 5K, 10K, and a challenging 9-hour race. Set on the Dartmouth Ski Way, the course includes two distinct 5K loops on Holt’s and Winslow sides of the mountain, starting and finishing near a scenic ski lodge. The 9-hour rac..

The TARC Winter Classic is a trail running event held annually at Middlesex Fells Reservation in Stoneham, Massachusetts. It offers challenging distances of 8, 32, and 40 miles along the Skyline Trail, known for its technical terrain featuring roots, rocks, and elevation changes typical of New Engla..

The Mount Hood Nutcracker Challenge is an annual cross-country running event held at the Mount Hood Golf Club in Melrose, Massachusetts. This unique 3.5-mile race features a challenging, hilly course that changes every year, incorporating fairways, paved cart paths, road crossings, and wooded sectio..

The TARCtic Frozen Yeti is a winter trail running event hosted by the Trail Animals Running Club at Hale Reservation in Westwood, Massachusetts. It offers two distance options: a 15-mile race and a challenging 30-hour endurance race. The course features three roughly 5-mile loops marked with colored..