Trail Running calendar near Winter Park 2025-2026

We have found 70 Trailruns within 80 miles of Winter Park. See below where and when you can find the races.

The Run the Rockies Trail Race is held in Frisco, Colorado, featuring 5k, 10k, and half marathon distances. The courses traverse the scenic Frisco Peninsula trails, offering stunning views of Dillon Reservoir and the Ten Mile Range. Starting and finishing at the Frisco Nordic Center, the race includ..

Dirt Circus - Boulder is a free community running event held in Boulder, Colorado, celebrating local trail running culture. Organized by UltraSignup, this one-day festival features a social group run with options of a casual 4.5-mile or 10K route through local trails. The event fosters camaraderie a..

The Buena Vista Pack Burro Race, held in Buena Vista, Colorado, is a unique 14-mile pack burro running event and the third leg of the 2025 PBR Triple Crown. Participants race alongside their burros, donkeys equipped with pack saddles carrying prospector gear, over challenging terrain that reflects t..

The Into the Hills Eltuck 10K is a challenging trail race held at Lory State Park in Bellvue, Colorado. Part of a four-race summer trail series, this event features the hilliest course with a 1,700-foot elevation gain, offering runners stunning mountain scenery. Designed for both new and experienced..

The Leadville Trail 100 Mile Run, held annually in Leadville, Colorado, is a legendary ultramarathon known as the "Race Across the Sky." Established in 1983, this grueling 100-mile out-and-back course challenges runners with extreme Rocky Mountain terrain, starting at 10,200 feet and climbing to a p..

The Into the Hills Eltuck 5K is a midweek trail race held at Lory State Park, Bellvue, Colorado. Part of a four-race summer series, this event features a challenging course with a steep, quick climb and descent along the Homestead, Well Gulch, and Kimmons loop, offering about 700 feet of elevation g..

The Arrowhead Half Marathon & 5K is a scenic trail running event held in Arrowhead, Colorado, featuring challenging courses through the Arrowhead, Bachelor Gulch, and Beaver Creek Ski Resorts. The half marathon covers approximately 13.7 miles with 2,924 feet of elevation gain, offering runners breat..

The Byers Peak Stampede Half Marathon & 5K Run takes place in Fraser, Colorado, nestled in the Rocky Mountains about 60 miles from Denver. The event features a challenging half marathon and a 5K race, both held on dirt roads and trails with stunning mountain views. The half marathon course starts at..

The Staunton Rocks! Marathon & Half is a trail running event held at Staunton State Park in Pine, Colorado, featuring a marathon (26.3 miles, 4,500 ft elevation gain) and a half marathon (13.1 miles, 2,200 ft gain). The course is primarily singletrack (90%) with some dirt roads, set at high elevatio..

The Continental Divide Trail Run in Steamboat Springs, Colorado, offers three trail race distances: 5 Mile, 16 Mile, and 50K. Set against the stunning backdrop of aspen and pine forests with sweeping views of the Yampa Valley, the courses feature significant elevation gains. The 16 Mile race include..

The Westminster Night Trail is an annual night trail running event held at Standley Lake in Westminster, Colorado. Celebrating its 12th year, the race offers multiple distances including 50K, 35K, half marathon, 10K, and 5K, all run on 100% packed dirt trails featuring single-track and bike paths. T..

The Eltuck Valley 12K is part of the Lory Summer Trail Series held at Lory State Park in Bellvue, Colorado. This midweek trail race series offers distances ranging from 5K to 12K, catering to both new and experienced trail runners. The August 26 race features a fast and flat 12K course along the Val..

Front Range Ultra Dayze is an ultra-running festival held in Loveland, Colorado, featuring a variety of ultra-distance events including 50k, 100-mile, 200-mile, and timed races from 12 to 100 hours. The course is a flat, fast 2-mile loop with 80% dirt trail and 20% pavement, set in Centennial Park a..

Rock Hawk Trail Races take place in Castle Rock, Colorado, featuring distances of 50K, 25K, 10K, and 5K on the scenic and rolling trails of Phillip S. Miller Park and the Ridgeline Trail systems. The course offers a thrilling yet not overly technical experience, suitable for both novice and experien..

The Calarat Challenge Trail Running Festival takes place in Jamestown, Colorado, at the scenic Cal-Wood Education Center and Balarat Outdoor Education Center. Held over Labor Day weekend, the event features multiple trail races including a half marathon, 10K, 5K, Kids 1K, and combination races like..

The 10k @ 10,000 Feet is a challenging trail running event held at the summit of Rabbit Ears Pass near Steamboat Springs, Colorado. Known for its breathtaking mountain scenery, the race starts at an elevation of 10,000 feet and features a course that includes uphill stretches on US Forest Service di..

September 2025

The American Heroes Run, held in Longmont, Colorado, is a patriotic running event commemorating the events of 9/11. It features a variety of distances including a 100-mile ultra, marathon, half-marathon, 9.11-mile run, 5K, and timed runs such as 24-hour and 6-hour options. The race takes place on a..

The Cirque Series at Arapahoe Basin, Colorado, is a challenging mountain trail race held on September 6, 2025. Covering approximately 9.4 miles with 2,411 feet of vertical gain, the course starts at 10,780 feet at Mountain Goat Plaza and ascends through scenic trails including the A-Basin summer roa..

The HRCA Wildcat Mountain Trail Races take place in Littleton, Colorado, starting at the Douglas County East/West trailhead near Rocky Heights Middle School. The event features 10K and 10-mile trail races along the scenic HRCA Backcountry Wilderness Area Wildcat Mountain trail system, offering 100%..

The Black Squirrel Half Marathon is a 13.5-mile trail race held in Lory State Park near Fort Collins, Colorado. Featuring approximately 2,000 feet of elevation gain and loss, the course offers a challenging yet accessible experience on a mix of dirt singletrack and road terrain. Runners ascend nearl..