Trail Running calendar near Milton 2025-2026

We have found 24 Trailruns within 80 miles of Milton. See below where and when you can find the races.

Krampuslauf in Lyme, New Hampshire, at the Dartmouth Ski Way, offers 5K, 10K, and a 9‑hour endurance option. Runners begin at the base lodge and tackle Holt’s side for a steep 5K ascent; 10K participants complete Holt’s and then Winslow side before finishing by the lodge. The 9‑hour loop repeats the..

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 Whiteface Mountain Races, held in Wilmington, NY, offer a challenging mountain running experience with some of the greatest vertical gain and loss per mile in the U.S. The event features multiple race options including a 21K (two loops), 10K (one loop), Vert Junky combo, 4K Ascent, and a 1-mile..

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..