Trail Running Calendar United States 2025-2026

Timely Nonsense is a unique running event taking place in Chicago, IL, featuring both 6-hour and 12-hour timed races. Participants can choose to run individually or as part of a relay team of two or four. The race is set in a scenic 58-acre park, where runners will navigate a 0.75-mile paved loop.Ea..

The Kismet Cliff Run, held annually in September in North Conway, New Hampshire, offers two challenging trail races set in the scenic White Mountains. Participants can choose the Little Beast 5 Miler, featuring technical single-track trails with steep ascents and descents around Echo Lake State Park..

The Pony Express Trail Run is a scenic trail race held at Rampart Reservoir, offering two distances: 8.5 miles and 16 miles. Participants enjoy running along well-marked single-track trails, crossing creeks, and observing wildlife amid Colorado's autumn landscape. The race emphasizes community and p..

The Chewacla Cha Cha is a trail running event held at Chewacla State Park in Auburn, Alabama. It features scenic single-track trail loops with two distance options: a 5K and a 10K. The race is part of the Southern Singletrack Trail Series and benefits the Valley Rescue Mission.Participants enjoy a c..

The Valley View Hard Cider Challenge Half is a scenic and challenging race held at Valley View Farm in Delaplane, VA. Participants can choose from a half marathon, 10k, or 5k course, featuring cross-country, trail, and hill segments. The event offers a festive atmosphere with a finish line cider, fi..

The Wine Run at Westport Rivers Vineyard & Winery is a scenic running event scheduled for September 14, 2025, in Westport, MA. Participants can enjoy a beautiful trail run through the vineyard, covering approximately 3 miles amidst picturesque farms and vines. After the race, attendees can indulge i..

The Run the Vineyards - White Horse 10K/5K is an annual running event taking place at White Horse Winery in Hammonton, NJ. Scheduled for September 14, 2025, the event features a scenic 10K and 5K race, along with a 1-mile walk. Participants can enjoy a flat course through vineyards and country roads..

Nooksack Ridgelines is a multi-day trail running event held in the North Cascades, Washington, featuring stunning high-country scenery shaped by volcanic and glacial forces. Over four days, runners tackle daily distances ranging from 7 to 34 miles across three main ridgelines: Excelsior Ridge, Ptarm..

The Crowell Hilaka Trail Run is an exciting outdoor running event held at the Richfield Heritage Preserve in Ohio, featuring a scenic course that includes primitive single track, bridle trails, open fields, and camp roads. Participants can choose from three distances: 50K, half marathon, and 10K, wi..

The Oak Openings Stampede is a running event taking place at Oak Openings Metropark in Whitehouse, Ohio. Participants can choose between a 25K run and a 5K run or walk, with the course featuring scenic wooded trails that traverse hardwood and pine forests, open prairies, and stream sides. This event..

The Epiphany Cross Country #2 event takes place in New Bern, North Carolina, featuring competitive races for both girls and boys in the 5K category. This event aims to promote physical fitness and community engagement through running. Participants can register online, and the event is designed to ca..

Stehekin is a unique running event set in the stunning North Cascades of Washington, taking place over four days from September 17-20, 2025. Participants will experience a blend of trail running and leisure activities, starting with a scenic run into the remote village of Stehekin, accessible only b..

The Misfit Mountain Athletics Fall Adventure Retreat is an exciting outdoor event taking place in Chattanooga, TN. This retreat offers a weekend filled with guided trail running and hiking, mountain biking, and various outdoor skills clinics, including navigation and cooking. Participants can expect..

The Air Force Marathon is an annual endurance event held at Wright-Patterson Air Force Base in Dayton, Ohio, celebrating its 29th anniversary in 2025. The race weekend features various distances, including a marathon, half marathon, 10K, 5K, and a kids’ run, along with challenges like the Fly! Fight..

Mammoth Trail Fest, held in Mammoth Lakes, California, is a multi-day trail running event set amidst the stunning Eastern Sierra terrain. The festival features various races, including a 50K, 26K, and the Mammoth Triple, which combines three challenging summits over three days. Highlights include th..

The Charlie Stavros Memorial Beach Run is a free, end-of-summer 3-mile running event held at Westerly Town Beach, Rhode Island. Organized by the Westerly Track Club and the Stavros family, the race features a scenic route that includes a 1.5-mile out-and-back course along the beach at low tide. This..

Last Dot Standing is a unique ultramarathon event held in Belleville, Wisconsin, from September 19 to 22, 2025. Participants can compete in a last person standing race, running 4.2 miles to and from Dot's Tavern every hour until only one runner remains. The event also features 24-hour and 48-hour ra..

The Georgia Jewel is a celebrated trail running event held near Dalton, Georgia, featuring distances of 100, 50, 35, and 18 miles. Known as Georgia's longest-standing 100-mile trail race, it takes place on the scenic Pinhoti Trail, with 99% single-track terrain and a challenging climb called "Mt. Ba..

The Grindstone Running Festival by UTMB is an annual trail running event held in Virginia's Shenandoah Valley, featuring challenging courses through national forests with stunning fall foliage and mountain views. Runners can choose from four distances: 21K, 50K, 100K, and 100M, each demanding techni..

The Marji Gesick will take place in Ishpeming from Friday 19 September 2025 to Sunday 21 September 2025.