Trail Running calendar near Middlebury 2025-2026

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, specifically through the Wilcox Lake Wild Forest. Scheduled for September 28, 2024, participants will navigate a challenging course that includes two well-stocked aid stations and opportunities to filter w..

Tam Trek is an annual trail race and fun run organized by the Middlebury Area Land Trust to support the maintenance of the Trail Around Middlebury (TAM). The event features a variety of races, including a challenging 19-mile loop, a 10K, and a 2-mile family fun run, catering to participants of all s..

The Royal (multi) Mile Hill Run is a challenging race held in Lincoln, New Hampshire, as part of the NH Highland Games & Festival. Participants tackle a course featuring an elevation gain of 800 feet across various terrains, including dirt trails and ski roads. Each runner receives a race shirt, a c..

The Vermont 50 Ultra Run is an annual event held in West Windsor, Vermont, featuring a variety of races including a 50-mile ultra run, a 50K run, and several mountain biking options. Established in 1993, the event supports Vermont Adaptive Ski and Sports, promoting confidence and independence for in..

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..

The Trapp Lodge Mountain Marathon is a challenging trail running event held in the picturesque Green Mountains at the Trapp Family Lodge in Stowe, Vermont. Participants can choose between a half marathon and a full marathon, both of which feature a mix of winding single track and rugged dirt trails,..

The Hills Are Alive Cross Country Race is a 5K event held at Arrowhead Golf Course in Milton, Vermont. Scheduled for October 26, 2025, the race features the scenic Laura’s Tears trail and is open to participants aged 12 and older, with younger runners needing to be accompanied by a guardian. Pre-reg..

The Moreau Half is an exciting 14-mile trail race set in the scenic Moreau Lake State Park, scheduled for November 1, 2025. This challenging event features a course that includes approximately 2,700 feet of elevation gain, making it suitable for experienced runners. Participants can expect a technic..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event held at Saratoga Spa State Park. Participants can enjoy a scenic course featuring hills, ridges, and a mix of trails, showcasing the park's natural beauty. The race encourages runners to embrace the autumn season, with re..

The Krampuslauf is a unique running event held at the Dartmouth Skiway in Lyme, NH, featuring 5K, 10K, and a challenging 9-hour endurance race. Participants will navigate scenic mountain trails, starting at the ski lodge and tackling both Holt's and Winslow sides of the mountain. Runners can earn me..