Trail Running calendar near Winter Park 2025-2026

We have found 74 Trailruns within 80 miles of Winter Park. See below where and when you can find the races.

The 24 Hours Of Palmer Lake will take place in Palmer Lake from Saturday 27 September 2025 to Sunday 28 September 2025.

The Golden Leaf Half Marathon is a scenic running event that takes place annually in Aspen, Colorado. The race begins at Fanny Hill in Snowmass and follows the picturesque Government Trail, winding through beautiful aspen groves before finishing at Koch Park in downtown Aspen. This popular half mara..

The Bear Chase Race Endurance Festival, held at Bear Creek Lake Park in Lakewood, CO, features a variety of race distances including 100K, 50 Mile, 50K, Half Marathon, 10K, and 5K. This event is ideal for both novice and experienced trail runners, offering a mix of challenging terrain and stunning v..

The Emerald Mountain Trail Run is a scenic running event taking place in Steamboat Springs, Colorado, featuring two race distances: a 12k (approximately 7.75 miles) and a 4-mile run. The course begins at the base of Howelsen Hill and winds through beautiful aspen-lined single tracks, making it a pic..

The West Line Winder is a scenic trail running event featuring 30K and 50K races set in the picturesque Colorado Rockies, specifically in the San Isabel National Forest and surrounding areas. This event caters to all levels of runners, from beginners to seasoned ultramarathoners, offering a mix of s..

October 2025

Rocky's Backyard Ultra is an exciting ultra trail running event held in Estes Park, Colorado, at the YMCA of the Rockies. This unique race format requires participants to complete a 4.167-mile loop every hour until only one runner remains. The course features stunning Rocky Mountain scenery, with ap..

The Castle Rock Trail Festival is an exciting athletic event that caters to a wide range of participants, from ultra-distance runners to families with children aged 5 to 12. Set against the stunning backdrop of Philip S. Miller Park and Ridgeline Open Space, the festival features various race option..

The Great Trailhead Foot Race 10 Miler is an exciting running event held at Bear Creek Lake Park in Lakewood, Colorado. Participants can enjoy a scenic 10-mile course featuring single-track and dirt trails, all while taking in views of Denver's skyline. The event includes a post-race celebration wit..

The Blue Sky Trail Marathon and Half Marathon will take place on October 18-19, 2025, in Fort Collins, Colorado. This event features a marathon distance of 26.7 miles with an elevation gain of 3,500 feet, and a half marathon distance of 13.4 miles with an elevation gain of 1,800 feet. The courses tr..

The Indian Creek Trail Runs, part of the Human Potential Running Series, is a celebrated annual event known as the "Fall Classic." Scheduled for October 18, 2025, it features multiple race distances including 50-Mile, 55k, 15-Mile, and 5-Mile options. Set in the picturesque landscapes of Sedalia, Co..

November 2025

The Colorado 24 Hour Run is an exciting endurance event taking place in Fort Collins, Colorado, featuring various race formats including 24-hour, 12-hour, and 6-hour runs, as well as relay options. Participants can challenge themselves to cover as much distance as possible on a scenic, flat one-mile..

The HRCA Backcountry Wilderness Half Marathon is an annual trail race held in Highlands Ranch, Colorado, featuring a challenging 13.1-mile course through scenic landscapes. Participants will navigate dirt, gravel, and singletrack paths, with opportunities to encounter local wildlife and enjoy stunni..

The Louisville Trail Race, celebrating its 12th year, features a Half Marathon, 10K, and 5K, set against the stunning backdrop of Louisville, Colorado. Known for its scenic trails and welcoming atmosphere, the race offers a mostly flat course with a challenging hill that rewards runners with breatht..

December 2025

The Sawmill Trail Runs, part of the Human Potential Running Series, is an annual trail running event held at Staunton State Park in Pine, Colorado. The event features three distance options: a 50k, a 16-mile, and an 8-mile race, catering to various skill levels. Known for its scenic and challenging ..