Trail Running calendar near Pittsfield 2025-2026

The Whiteface Mountain Races, organized by Red Newt Racing, is a challenging running event set in the stunning Adirondack Mountains. Participants can choose from various race options, including a 10K and a 21K loop race, both featuring significant elevation gains and losses. The event is known for i..

The Spaulding Woods 50K is a challenging trail race set in Northfield, NH, featuring a technical 5.6-mile loop course with rocks, roots, and footbridges. Runners have ten hours to complete six laps, totaling approximately 34 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..

The Loon Mountain Race is a challenging mountain trail race that spans 6.03 miles, culminating at the summit of Loon Mountain in Lincoln, New Hampshire. Known for its steep inclines, the course features a significant elevation gain of over 3,000 feet, with sections reaching a daunting 40% grade. Thi..

The Vermont 100 Endurance Race is a premier ultramarathon event held annually in July, attracting endurance athletes from around the globe. This challenging race features a 100-mile course that includes 17,000 feet of elevation gain, winding through scenic country roads and forested trails in the so..

The Moosalamoo Ultra is a renowned trail running event held in Goshen, Vermont, starting and ending at the scenic Blueberry Hill Inn. This race features two challenging distances: a 14-mile and a 36-mile course, both showcasing the stunning landscapes of the Moosalamoo National Recreation Area. Part..

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..

The Ragged 75 Stage Race and 50K is an exciting running event taking place from August 1 to 3, 2025, in Danbury, NH. The stage race covers a challenging 75 miles with approximately 15,500 feet of elevation gain, featuring technical trails, steep climbs, and diverse terrain. Participants will complet..

The Slate Valley Scramble will take place in Poultney on Saturday 9 August 2025. You can run between 8 and 13 miles.

Lover's Lane is a unique running event taking place in Chester, VT, featuring both 6-hour and 12-hour races on a scenic 1.8-mile loop with moderate elevation. This fun, community-oriented event encourages participants to bring food to share, fostering a collaborative atmosphere. Basic refreshments,..

The Jigger Johnson Ultras is a challenging trail running event set in the stunning White Mountain National Forest of New Hampshire, taking place from August 15-17, 2025. Participants can choose from three distances: a grueling 100-mile race featuring a staggering 29,000 feet of elevation gain, a 50-..

The Aliza Lapierre Fan Club Trail Race is an annual charity event organized by the Richmond Trail Running Club, celebrating community and outdoor exploration. Scheduled for August 16, 2025, the race features two challenging courses: a 50k route that includes 8 miles of road and 23 miles of rugged tr..

The Race to the Top of Vermont will take place in Stowe on Sunday 24 August 2025. You can run between 4 and 4 miles.

The Black Bear Trail Races will take place in Waterville Valley from Saturday 30 August 2025 to Sunday 31 August 2025.

The Groton Forest Trail Run, organized by Central Vermont Runners, features a marathon, 25K, and 10K trail running events set in the scenic Boulder Beach State Park in Groton, Vermont. Scheduled for September 6, 2025, this event promises a challenging and enjoyable experience for runners of all leve..

Wilcox Wild is an exciting 50K ultra trail run set in the stunning Adirondack Park Wilderness, taking place on September 13, 2025. The race features a challenging course that begins and ends at Harrisburg Lake, traversing beautiful trails through the Wilcox Lake Wild Forest. Participants will encoun..

The Pisgah Mountain Trail Races, organized by the Red Clover Rovers, feature a 50K and a 23K trail race set in Pisgah State Park, Chesterfield, New Hampshire. This event serves as a fundraiser for the New Hampshire Special Olympics, with all profits supporting their mission. Participants can enjoy t..

The TAM Trek is an annual trail race and fun run organized by the Middlebury Area Land Trust to support the Trail Around Middlebury (TAM). This scenic 19-mile loop encircles Middlebury, connecting various local landmarks and conserved properties. Participants can choose from multiple race options, i..

The Royal (multi) Mile Hill Run is a challenging 5K race held during the NH Highland Games & Festival in Lincoln, New Hampshire. Scheduled for September 21, 2025, the event features a course with an elevation gain of 800 feet, traversing dirt trails, service roads, and ski trails. Participants recei..

The Vermont 50 Ultra Run is an annual endurance event held at Ascutney Outdoors in West Windsor, Vermont, typically on the last weekend of September. This race features a variety of challenges, including a 50-mile ultra run, a 50K run, and team relay options, alongside mountain biking events. The ev..

The Devil's Den Ultra is an exciting running event taking place in Bradford, Vermont, featuring a challenging 6.4-mile loop course on Wright's Mountain. Participants can choose from three race lengths: a 30-hour, a 12-hour, or a 6-mile race. The course offers a mix of terrain, from easy trails to st..