Trail Running calendar near Milton 2025-2026

The Lake Placid Trail Challenge, held at Mt. Van Hoevenberg in Lake Placid, NY, offers trail running races of 10K, half marathon (21K), and 50K distances. Set in a historic winter sports complex that hosted the 1980 Winter Olympics, the course features single-track, steep, and flowy trails through d..

The Aliza Lapierre Fan Club Trail Race is an annual charity event organized by the Richmond Trail Running Club to promote community, outdoor exploration, and personal challenge. Held in Vermont, the race features two distances: a 50k and a 26k, both combining rugged trail running with some road segm..

XTERRA Bromont is an off-road sporting event held at Bromont Olympic Equestrian Park and Lake Bromont beach in Canada’s Eastern Townships. Part of the XTERRA World Tour, it offers a variety of races including off-road triathlons, duathlons, gravel races, and trail runs ranging from 1K to full-distan..

The Delta Dental Race To The Top Of Vermont is an annual event held every August, attracting hikers, bikers, and runners from across the U.S. and Canada to conquer Mt. Mansfield, the highest peak in Vermont.The challenging 4.3-mile course ascends the historic Mansfield Toll Road, featuring a steep e..

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..

The Kilkenny Ridge Race is a challenging trail running event held in Stark, New Hampshire, featuring three race distances: 50 miles, 25 miles, and 25K. The course follows the remote and rugged Kilkenny Ridge Trail through the White Mountain National Forest, with significant elevation gains and techn..

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..

Amy’s Adventure Race for the Lake is an annual trail running event organized by the Lake George Land Conservancy. Participants can choose between a 4.5-mile or a 10-mile course through scenic forests and challenging single-track trails, offering stunning views and rewarding climbs. The race promotes..

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, including steep climbs..

Bromont Ultra is an annual trail running and mountain biking event held in Bromont, Quebec, designed to challenge participants while raising funds for various charitable causes. Since its inception in 2014, the event has successfully raised over $4 million for more than 20 different causes. Particip..

The Trapp Lodge Mountain Marathon is a challenging trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont. Participants can choose between a half marathon and a full marathon, both featuring rugged terrain, steep climbs, and breathtaking views of the Green Mountains, including a..

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...

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..

The Krampuslauf is an exciting 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..