Trail Running calendar near Milton 2024-2025

We have found 11 Trailruns within 80 miles of Milton. See below where and when you can find the races.

The Krampuslauf is a unique running event held at the Dartmouth Skiway in Lyme, NH, featuring 5K, 10K, and a challenging 9-hour race. Inspired by the mythical creature Krampus, known for punishing naughty children during Christmas, participants will navigate scenic mountain trails. The 5K and 10K co..

May 2025

The Bloodroot Ultra will take place in Pittsfield from Wednesday 7 May 2025 to Saturday 10 May 2025. You can run between 10 and 200 miles.

Infinitus is an extraordinary endurance event hosted by The Endurance Society, taking place from May 15 to May 25, 2025, in Ripton, Vermont. Participants can choose from a variety of challenging distances, ranging from 9 miles to an extreme 888k (551 miles). The event features rugged trail races wit..

June 2025

The Catamount Ultra is a trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont. Participants can choose between two distances: a 25k and a 50k race. The 25k course features well-maintained dirt trails that wind through beautiful highland pastures and hardwood forests, while the..

July 2025

The Harry Corrow Freedom Run is a celebratory running event held on July Fourth, offering participants the choice of distances ranging from 2 miles to a Half Marathon (13.1 miles). The run takes place on a scenic gravel bike path and wooded trails, coinciding with the July Fourth festivities in Newp..

The Whiteface Mountain Races, organized by Red Newt Racing, is a challenging running event held at Whiteface Mountain Ski Resort. Participants can choose from various race options, including a 10K and a 21K mountain race, both featuring significant vertical gain and loss, making it one of the toughe..

The Goshen Gallop is an annual running event held at the Blueberry Hill Outdoor Center in Goshen, Vermont, featuring 10K and 5K trail races. Celebrating its 47th year, the event combines challenging trails with locally sourced food and a raffle, with all proceeds supporting trail maintenance. Partic..

The Vermont 100 Endurance Race is a prestigious ultramarathon held in the scenic southern Green Mountains, featuring both a 100-mile and a 100-kilometer race. Established in 1989, it is one of the oldest 100-mile races in the United States and is part of the Grand Slam of Ultrarunning. The course pr..

August 2025

XTERRA Bromont is an exciting off-road sports event scheduled for August 23-24, 2025, at the picturesque Bromont Olympic Equestrian Park and Lake Bromont beach in Canada. As part of the XTERRA World Tour, the event features a diverse range of races, including off-road triathlons and trail runs, cate..

September 2025

The Kilkenny Ridge Race, presented by adidas TERREX, is a challenging trail running event set in the scenic White Mountain National Forest of New Hampshire. Participants can choose from three distances: 50 miles, 25 miles, and 25K, each featuring significant elevation gains and rugged terrain. The c..

October 2025

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