Trail Running calendar near Milton 2025-2026

We have found 34 Trailruns within 80 miles of Milton. See below where and when you can find the races.

The Mucker is an exciting outdoor trail adventure hosted by Green Mountain Community Fitness during the Montpelier Mudfest in Central Vermont. Participants can choose from various activities, including a leisurely 5k hike, a challenging 5k ruck, or a speedy 5k run, catering to all fitness levels. Fa..

The 45th Annual Doc Lopez Run for Health is set to take place in Elizabethtown, NY, featuring a half marathon and a 5K trail run. This event aims to benefit the University of Vermont Health Network - Elizabethtown Community Hospital. Participants can enjoy scenic views along the challenging half mar..

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.

The Miner Legacy RuN is a running event scheduled for May 10, 2025, in Chazy, NY. This event features both a 5K and a 10K run/walk, designed to honor the contributions of nurses during National Nurses Week. Organized in collaboration with the Miner Institute and the CVPH Foundation, the race aims to..

The Catamount Weekly Trail Running Race is a vibrant series designed for trail running enthusiasts. Hosted by Catamount Outdoor, this event offers participants the opportunity to engage in weekly races, fostering a sense of community and competition. The series is supported by various sponsors, incl..

Infinitus is a rugged trail running event organized by The Endurance Society, featuring a wide range of race distances from 9 miles to an ultra marathon of 551 miles (the 888k). The event takes place at Silver Towers Camp in Ripton, Vermont, within the Green Mountain National Forest. Participants ca..

The Black Fly Trail Run is an annual outdoor event held in Westmore, Vermont, featuring multiple race distances including a half marathon, 10-miler, and 5K. Participants can enjoy challenging courses with varied terrain, private trails, and scenic views of farms and mountains. The event promotes an..

June 2025

The Cirque Series - Cannon Mountain is an exciting running event taking place in Franconia, New Hampshire. This inaugural race features a challenging 6.7-mile course with an impressive elevation gain of 3,386 feet, starting at the Peabody Base Area and culminating at the summit of Cannon Mountain. P..

The Race to the Top of Bradford is a challenging trail event held in Bradford, Vermont, featuring a 5K race and a 1.5-mile fun run. The 5K course involves an 850-foot ascent to the summit of Wright's Mountain, offering participants scenic views from the highest point in Bradford. The shorter fun run..

La Grande Virée des Sentiers du Mont-Saint-Bruno, presented by Stelpro, is a celebrated running event taking place in Mont-Saint-Bruno National Park, Quebec, on June 8, 2025. This 20th edition invites participants of all ages to enjoy scenic trails of 1, 2, 5, 10, and 15 kilometers, set in a beautif..

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 wide, hard-packed dirt trails that meander through beautiful highland pastures and hardwood forests, whil..

The Onion River Outdoors Birdland 5K is an exciting running event set in the scenic Vermont forest, featuring rolling hills and vibrant vegetation. Participants will start near the Montpelier Rec Pool and navigate a challenging course that includes 95% single track with technical roots and rocks, of..

The Cirque Series - Killington is an exciting running event set to take place in Killington, Vermont, featuring a challenging 7.2-mile course with an elevation gain of 3,133 feet. Participants can choose from three divisions: Sport (beginner/intermediate), Expert, and Pro, catering to various skill..

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 Goshen Gallop is an annual trail running event held in Goshen, Vermont, featuring 5K and 10K races through scenic gravel roads and cross-country trails in the Green Mountain National Forest. Celebrating its 47th year, the race offers challenging terrain, beautiful views, and a festive atmosphere..

The Whiteface Mountain Races, organized by Red Newt Racing, are a challenging mountain running event held at Whiteface Mountain Ski Resort in Wilmington, NY. The race features some of the most intense vertical gain and loss per mile in the United States, with options including a 10K, 21K, and an uph..

The Vermont 100 Endurance Race is a prestigious ultramarathon held annually in July, attracting endurance athletes from around the globe. This challenging event features a 100-mile race and a 100-kilometer option, with participants navigating a course that includes 17,000 feet of elevation gain thro..

The Moosalamoo Ultra is a popular trail running event held in Goshen, Vermont, starting and ending at the scenic Blueberry Hill Inn. The race features challenging mountain single tracks that lead runners to the summit of Mount Moosalamoo, offering spectacular views of Lake Dunmore. Participants can..

The Barre Heritage Trail 5K is an annual running event organized by Central Vermont Runners, taking place during the Barre Heritage Festival. This race offers participants a scenic route through the beautiful trails of Barre, promoting health and community engagement. The event is designed for runne..

August 2025

The Slate Valley Scramble, organized by Slate Valley Trails, is a trail running event taking place on August 9, 2025. Participants can choose between an 8k and a half marathon, both set on scenic singletrack and double-track trails in Vermont's Slate Valley. A Kid's Fun Run is also available for chi..