Trail Running calendar near Ripton 2025-2026

We have found 60 Trailruns within 80 miles of Ripton. See below where and when you can find the races.

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 2 September 2025. You can run between 5 and 5 kilometers.

The Groton Forest Trail Run, held at Boulder Beach State Park in Groton, Vermont, offers two challenging trail distances: a 15-mile and a 6.2-mile run. This event is designed to introduce participants to the scenic and rugged terrain of Groton Forest, featuring rocky and root-filled trails that test..

The Mountain Goat Cabin Trail Run will take place in Rupert on Saturday 13 September 2025. You can run 7 miles.

Wilcox Wild is a challenging 50K trail ultra held in the Adirondack Park Wilderness, New York, starting and finishing at Harrisburg Lake. The rugged course features a lollipop route passing through scenic areas including East Stony Creek Trail, Murphy Trail, Willis Lake, and Wilcox Lake, with an ele..

The Paine Mountain Anchor Challenge Trail Race, held in Northfield, Vermont, is a scenic and challenging 6K trail race that starts and finishes at the Norwich Shaw Outdoor Center. The course features a mix of gravel roads, single-track switchback trails, and steep descents, leading runners to the su..

The TAM Trek is an annual trail race and fun run organized by the Middlebury Area Land Trust to support the Trail Around Middlebury (TAM). This scenic 19-mile loop encircles Middlebury, connecting various local landmarks and conserved properties. Participants can choose from multiple race options, i..

The Royal (multi) Mile Hill Run is a challenging 5K race held during the NH Highland Games & Festival in Lincoln, New Hampshire. Scheduled for September 21, 2025, the event features a course with an elevation gain of 800 feet, traversing dirt trails, service roads, and ski trails. Participants recei..

The Westmore Mountain Challenge is a demanding one-day trail running event in Vermont's Northeast Kingdom, covering 26 miles and summiting five mountains: Moose, Hor, Pisgah, Haystack, and Bald. The course features steep terrain with a cumulative elevation gain of approximately 6,142 feet, traversin..

The Vermont 50 Ultra Run is an annual endurance event held at Ascutney Outdoors in West Windsor, Vermont, typically on the last weekend of September. Established in 1993, it features a challenging and scenic course through Vermont's landscape. The event offers multiple race options including a 50-mi..

October 2025

Amy’s Adventure Race for the Lake is an annual trail running event held in Bolton Landing, New York, organized by the Lake George Land Conservancy. The race features two challenging courses: a 4.5-mile and a 10-mile route, both winding through scenic forests and rugged single-track trails with rewar..

The Buck 50 is a challenging 50-kilometer ultramarathon held in Kattskill Bay, NY, 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 Erebus..

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, from runnable sections to steep, rocky, and root-filled trails, including a climb to the mountain peak and a wooded downhill. Runner..

The Trapp Lodge Mountain Marathon is a challenging trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont, nestled in the Green Mountains. Offering both half and full marathon distances, the race features a 13.1-mile loop with approximately 2/3 double track and dirt roads and 1/..

The Hills Are Alive Cross Country Race is set to take place at Arrowhead Golf Course in Milton, Vermont. This event features a 5K race on the scenic Laura’s Tears trail, welcoming runners aged 12 and older. Participants can pre-register online, with a fee of $15, and GMAA members receive a discount...

November 2025

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..

RutFest, held in Williston, Vermont, is an inclusive 36-hour ultra trail running and hiking event hosted at the Catamount Outdoor Family Center. Participants run or walk two scenic trail loops, approximately 3 and 4 miles each, featuring beautiful views of Camel's Hump and Mt. Mansfield.The event en..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event set in the scenic Saratoga Spa State Park. Participants can enjoy a challenging course that features a mix of hills, ridges, and single-track trails, showcasing the park's natural beauty. The race encourages runners to em..

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 two course options: three laps on the 403-foot T-bar path or one lap on a longer 1,209-foot green lo..

December 2025

The Krampuslauf is a unique running event held at the Dartmouth Skiway in Lyme, New Hampshire, featuring 5K, 10K, and a challenging 9-hour race. The course begins at the ski lodge base and includes two distinct 5K loops on Holt’s and Winslow sides of the mountain. The 5K race covers Holt’s side, whi..

May 2026

Infinitus is a unique endurance event held in Ripton, Vermont, offering a range of race distances from 9 miles up to an extreme 551-mile challenge known as the 888k. Set within the scenic Green Mountain National Forest, the course provides a demanding and adventurous experience for participants. The..