Trail Running Calendar United States 2025-2026

The Westmore Mountain Challenge is a one-day trail run in Vermont’s Northeast Kingdom, covering five mountains—Moose, Hor, Pisgah, Haystack and Bald—for a total distance of about 26 miles and roughly 6,100 feet of elevation gain. The course traverses public trails on steep terrain, with a shuttle-as..

The Conquer the Canyon Trail Race takes place in Claude, Texas, offering a variety of trail running distances including 1-mile youth run (for ages 12 and under), 5km, 10km, 25km, 50km, and a challenging 100k race. Scheduled for late September 2025, this event caters to runners of all levels, from ki..

The 22nd Annual Dunedin OkotBEERfest 5K and 10K takes place at HOB Brewing Company in downtown Dunedin, Florida. Runners and walkers can choose OktoBEERfest 5K or 10K, with the 10K run as a two-loop course on the fully paved Pinellas Trail through downtown Dunedin. The event is dog- and family-frien..

The Furry 5K and 1-Mile Fun Run 2025 takes place at Generations Park in Aiken, South Carolina, benefiting FOTAS. Runners and their leashed dogs tackle a 5K on a certified cross-country trail of packed dirt and sand with several inclines, plus a non-timed 1-Mile Fun Run. The 5K is officially timed; t..

The Ciderfest 5K & Mile is a family-friendly orchard trail race at Diehl's Cider Mill in Holly, Michigan. It includes an Adult 5K Run/Walk, an Adult 1-Mile Fun Run, and Youth events (5K Run/Walk and 1-Mile Fun Run). The routes traverse trails through Diehl’s orchard.Participants receive a 2025 comme..

The Tomahawk Trail Endurance Challenge is a two-hour cross-country running event held at Oneonta High School in Oneonta, Alabama. Participants run as many loops as possible on a trail course featuring grass and hills, with regular running shoes recommended. The event supports the Oneonta High School..

Ridge Rambler Half Marathon is held in Bridgeport, California, on the last Saturday of September. The point-to-point race starts at about 7,100 feet on the backside of Lower Twin Lakes, stays around the lake, then descends toward Buckeye Road (6,800 ft) before climbing the ridge to finish at 6,600 f..

Celebration of Life - Trail Trek in Willits, California, is a community-focused trail running event through the Brooktrails area. It offers three options: a 5K-ish Trail Run/Walk, a Trail Half Marathon, and Par Course loops. Courses traverse mostly single- and double-track forest trails with some ma..

Mt. Taylor 50k is a not-for-profit trail ultramarathon near Grants, New Mexico, about 90 minutes west of Albuquerque. The 50K course traverses Mt.Taylor’s high country, starting before dawn to greet sunrise from the La Mosca Lookout, with views of volcanic plugs, the Continental Divide Trail, open m..

Crested Butte Ultra, in Crested Butte, Colorado, features 50 Miler, 55K, and 35K formats. Runners traverse the Gunnison National Forest on single-track trails through mountain meadows and up to high ridges for wide-open vistas of wildflowers, mountain backdrops, and fall foliage. The event aims to f..

Diablo del Desperado is a trail-running challenge held at the private Desperado Resort just outside Boerne, Texas. The event offers 30K, 10K, and 5K runs, plus 30K and 10K Ruck options, with a Buddy Pass available for spectators. The course showcases rugged Texas Hill Country terrain—rocky canyon tr..

Run the Vineyards - Wind Vineyards 5K is a scenic trail race held at Wind Vineyards, 5178 Richmond Highway, Tappahannock, Virginia. The 5K route runs on well-groomed, hard-packed dirt and grassy trails across the 200-acre property, with two short hills and mostly flat sections. The event features ch..

Water Gap 50k and Half takes place in Milford, Pennsylvania, within the Delaware Water Gap National Recreation Area. The event offers 50K and 25K distances, with the McDade Trail serving as the course—a 32-mile point-to-point route through the Gap, mixing rail-trail cinder paths with rolling singlet..

Tick Tock Ultra is a Lakeland, Florida lake-lapping endurance event offering 12-hour and 6-hour races, plus a 12-hour relay for teams of 3–5. Runners complete 2.84-mile laps on a paved walkway around Lake Hollingsworth, aiming to log as many laps as possible before the finish. The atmosphere centers..

Miami 100 is an open-road ultramarathon through Miami, Florida, weaving across Wynwood, Miami Beach, Key Biscayne, Calle Ocho, Coconut Grove, Brickell sights. The 100-mile course is urban, with no aid stations; runners rely on checkpoints and a mandatory crew. Directional cards provide step-by-step..

The Sangre de Cristo Trail Festival, run by the Human Potential Running Series, takes place near Westcliffe, Colorado, with the Start/Finish at Greenhorn/Music Meadows Ranch beside the Grape Creek Trailhead. Runners can choose from six distances: 8-Mile, 27k, 50k, 50-Mile, 100k, and 100-Mile, all on..

The Lake & Leaf Shuffle is a trail running event held at Deep Creek Lake State Park in Swanton, Maryland, typically scheduled in late September to coincide with peak fall foliage. Participants can choose between a 6-mile single loop or a 12-mile double loop on scenic trails, offering a challenging a..

River's Edge Endurance Challenge is a nonprofit running event held at Brunswick Middle School, Maryland. The lineup includes a 5K (3.1 miles), a 3-Hour Endurance Race, and a 6-Hour Endurance Challenge. The largely trail-based course runs on the River's Edge Trail System, with about a mile on school..

The JJ5K is an annual trail running event held in Stanley, North Carolina, at Common Ground. This beginner-friendly race features a 5K timed trail run primarily on grass and dirt paths, making it suitable for both adults and children. In addition to the timed 5K run, participants can join a 1-mile w..

The Anchorage United Nations Run is a community-focused 2K and 5K running event held at Westchester Lagoon in Anchorage, Alaska. Celebrating the cultural and linguistic diversity of the Anchorage School District, the run supports language immersion programs by raising funds for classroom materials,..