Trail Running calendar near Richmond 2026-2027

The Mansfield Uphill will take place in Stowe on Sunday 18 October 2026.

A Halloween themed 5K trail race at Arrowhead Golf Course in Milton VT on October 25, 2026. Pre registration fee is $15 and the event is open to runners 12 and older with awards for top male, female, and non binary finishers.

RutFest is a 36-hour community trail event at Catamount Outdoor Family Center in Williston, VT, with two repeatable loops of about 3 and 4 miles. Entry is donation based and participants are asked to volunteer and bring a snack.

A Last Person Standing mountain event with hourly 2.25 mile laps that climb about 1,209 feet each. Aid, hot food, camping, elevation milestone prizes, and awards are provided; conditions may include cold, snow, or ice.

Krampuslauf brings a Krampus-themed running event to Dartmouth Skiway in Lyme, New Hampshire, with 5K and 10K loops and a 9 hour 10K lap challenge. Finishers receive medals and lap runners collect pins and a 50K medal.

A chip timed 5K at Ledge Rock Hill Winery in Lake George on May 16, 2027, run and finish on a mostly grass cross country course with mildly challenging terrain. Registration includes a T shirt, collapsible wine glass, finisher medal, and a..

A multi day trail running festival in Ripton, Vermont featuring races from a 9 mile course up to multi day marathon series and ultra distances. Held at Silver Towers Camp in Green Mountain National Forest with on site camping for a small fe..

Blood Root Ultra is a multi day trail ultramarathon at Riverside Farm in Pittsfield Vermont offering distances from 10 miles to 200 miles on Green Mountain trails with self support rules and planned aid stations.