Trail Running Calendar Vermont 2025-2026

We have found 25 Trailruns in Vermont. Check below where and when you can find the races.

The Hills Are Alive Cross Country Race, now themed as the Ghostly Gallop Trail 5K, is held at Arrowhead Golf Course in Milton, Vermont. The 5K course runs along the scenic Laura’s Tears trail, offering a trail running experience with a festive Halloween atmosphere encouraging participants to wear co..

November 2025

RutFest is an inclusive 36-hour running and hiking event held at the Catamount Outdoor Family Center in Williston, Vermont. 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 encourages a relaxed, c..

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..

May 2026

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..

July 2026

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..