Trail Running calendar near Rupert 2025-2026

The Buck 50 is a challenging 50-kilometer ultramarathon held in Kattskill Bay, New York, along the scenic southern Adirondacks near Lake George. The course features rugged, remote trails that traverse four of Lake George's tallest peaks, including Buck Mountain, Sleeping Beauty, Black Mountain, and..

The Midstate Massive Ultra Trail is a challenging point-to-point trail race held in central Massachusetts with segments crossing into New Hampshire, Rhode Island, and Connecticut. Featuring 100-mile, 50-mile, and 50k distances, the race follows the historic Midstate Trail marked by yellow triangle b..

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 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 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 wide enough for comforta..

The Veeder Tree Farm 5K is a running event held in Earlton, New York, at 1235 High Hill Rd. Scheduled for October 19, 2025, the race offers multiple categories including a 5K, 5K Trail Run, and combinations thereof, with options for students as well. The course features a mix of trail and traditiona..

The Moreau Half is a challenging 14-mile trail race held at Moreau Lake State Park in Gansevoort, NY. Set amidst scenic mountain singletrack, the course features approximately 2,700 feet of elevation gain, making it a demanding run suited for experienced trail runners. The race starts and finishes a..

The Saratoga Stryders Fall Back 5 Mile Trail Race will take place in Saratoga Springs on Sunday 2 November 2025. You can run 5 miles.

The Hugs from Vets Trail will take place in Henniker on Sunday 2 November 2025. You can run 10 kilometers.

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 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 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 Wapack and Back is a challenging trail running event held annually in Ashburnham, Massachusetts, along the scenic Wapack Trail. Offering three distance options—21.5 miles, 43 miles, and 50 miles—the race features rugged terrain with rocky ledges, boulder fields, granite slabs, and technical..

Infinitus is a unique endurance running event held in Ripton, Vermont, set amidst the scenic Green Mountain National Forest. The event offers a wide range of distances, from 9 miles up to an extreme 888 kilometers (551 miles), including marathons, ultra-marathons, and multi-day challenges like the D..

The Goshen Gallop is an annual trail running event held at the Blueberry Hill Outdoor Center in Goshen, Vermont. Celebrating its 48th year in 2026, the race offers 5K and 10K distances over well-marked courses featuring rugged gravel roads and cross-country ski trails within the Moosalamoo National..