Trail Running calendar near Milton 2025-2026

We have found 45 Trailruns within 80 miles of Milton. See below where and when you can find the races.

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 Bromont Ultra is a renowned trail running and mountain biking event held in Bromont, Quebec, Canada, set amidst the scenic Eastern Townships. Since 2014, it has combined physical endurance challenges with philanthropy, raising over $4 million for various causes. The event features diverse race d..

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

RutFest is the fifth annual Richmond Ultra Trail Festival held in Williston, Vermont. This 36-hour community-focused event features two 3-4 mile trail loops at Catamount Outdoor Family Center, offering scenic views of Camel's Hump and Mt. Mansfield.Participants can run or hike the loops at their own..

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..