Trail Running calendar near Woodland Park 2025-2026

We have found 49 Trailruns within 80 miles of Woodland Park. See below where and when you can find the races.

The Frederick Pack Burro Race is an annual 10K event held in Frederick, Colorado, celebrating the town's Miners Day heritage. The race follows a scenic course starting downtown at Fifth and Oak Streets, heading north along a trail through a tunnel to the Frederick Recreation Area, looping around Mil..

The Pikes Peak Ascent is an uphill endurance race from Manitou Springs, Colorado, to the summit of Pikes Peak. It covers 13.32 miles with a total elevation gain of 7,867 feet. The course is described as not a typical half marathon, but a unique and demanding challenge.The event takes place in Manito..

The Pikes Peak Marathon is the 70th Annual race held in Manitou Springs, Colorado. It covers 26.2 miles with 7,834 feet of elevation gain (and loss), starting in Manitou Springs and climbing to the summit of Pikes Peak before returning to the start. Marketed as America’s Ultimate Challenge, the cour..

Be Ovary Aware 5K Run/3K Walk is a Colorado Springs charity race benefiting Sue’s Gift Gynecologic Cancer Support. The 17th annual event takes place at America the Beautiful Park, featuring a flat, scenic out-and-back course along Fountain Creek on the Pikes Peak Greenway Trail, starting and finishi..

The West Line Winder is a scenic trail running event held in Buena Vista, Colorado, featuring two race distances: a 50K (30.6 miles) with 4,000 feet of ascent and a 30K (18.1 miles) with 2,080 feet of ascent. The courses traverse buttery singletrack trails, forest roads, and some paved sections, set..

Sangre de Cristo Trail Festival is a multi-distance trail-running event held in Westcliffe, Colorado, with start/finish at Greenhorn/Music Meadows Ranch near the Grape Creek Trailhead. The festival features six distances: 8-Mile, 27k, 50k, 50-Mile, 100k, and 100-Mile, all run along the Rainbow Trail..

24 Hours of Palmer Lake is a 24-hour ultramarathon held in Palmer Lake, Colorado, on a 0.82-mile loop atop the Palmer Divide at about 7,240 feet elevation. The event is described as a low-fanfare, community-driven affair, welcoming runners who want to push mental and physical limits in a mountain se..

The Sawatch Ascent 50k is a challenging high-alpine trail race held in Nathrop, Colorado, showcasing the stunning Sawatch Range. Covering 33 miles with 7,000 feet of vertical gain, the course features a mix of 26 miles of singletrack, paved, and gravel roads, including 12 miles on the Colorado Trail..

14er Fest is a fall trail-running event in Buena Vista, Colorado, featuring two races: an 8.7-mile (14K) course and a 3.1-mile (5K) course. The 14K starts in Buena Vista River Park, crosses the Arkansas River, and climbs the Midland Hill Trail System for over 500 feet of elevation gain, offering pan..

October 2025

The Rim to Rim Royal Gorge Races, held in Canon City, Colorado, offer a scenic and challenging running experience featuring three main events: a 5K road run, an 8-mile trail run, and a half marathon trail run. Each race includes the unique opportunity to cross the iconic Royal Gorge Bridge, the high..

The Above the Clouds Ultra takes place in Woodland Park, Colorado on October 4, 2025. The event offers the following distances: 50k 10k Registration closes on October 1, 2025. Registrations include a gender-specific race shirt, personalized bib and finishers’ award, access to aid stations, and a..

The Bear Chase Race Endurance Festival unfolds at Bear Creek Lake Park in Lakewood, Colorado, and offers six races: 100K, 50 Mile, 50K, Half Marathon, 10K, and 5K (with a Baby Bear 10K variant). The mostly dirt, single-track course is described as fast by trail standards and not overly technical, wi..

The Castle Rock Trail Festival / liveBIG Run is a trail running and walking event on the Ridgeline trail system in Castle Rock, using Philip S. Miller Park and Ridgeline Open Space. The event includes a family obstacle run for children ages 5 to 12 and longer trail races for adult participants. Par..

Suffer Better Fall Trail Runs take place at Staunton State Park, just off Highway 285 near Conifer, Colorado. The event offers four distances: 50K, 25K, a 25K FishSlappers edition, and a new 5K. The course showcases CO’s best trails—lovely, flowing singletrack with significant vertical gain (roughly..

Boulder XC Series Meet 1 is a family-friendly cross-country event held at Valmont City Park (South) in Boulder, Colorado (5110 Valmont Rd). The meet offers three distances: 1K for younger runners, 3K for those up to 16, and a 5K open race, welcoming participants of all ages and abilities. It’s the f..

The Indian Creek Trail Runs is scheduled for Saturday, October 18, 2025, at Indian Creek Campground in Sedalia, Colorado. The event includes the following distances: 50-Mile 55k 15-Mile 5-Mile Combined runner capacity is 225. Time limits are 14 hours for the 50-Mile and 55k, and 12 hours for the..

The Great Trailhead Foot Race takes place at Bear Creek Lake Park in Lakewood, Colorado, with 5- and 10-mile trail options. Runners tackle single-track and dirt trails in the shadow of Denver's skyline, with the 10-mile course as a double lap to the finish line party. Start and finish are at the Pel..

The Bobcat Trail Race takes place on Saturday, October 18, 2025, at Palmer Park in Colorado Springs, CO (3650 Maizeland Rd). The event offers multiple trail distances: 50K (about 31.0 miles) 25K (about 15.3 miles) 10K (about 6.4 miles) 5K (about 3.7 miles) The races use Palmer Park’s trail system..

Beware The Bear Trail Races take place at Bear Creek Lake Park in Lakewood, Colorado. Organizers offer four options: a 5K, a 15K, a 5K+15K Double, and a Kids 1K. The mostly dirt courses feature single and double-track trails with short, steep climbs, rollers, and mixed terrain designed as a friendly..

The Bridge Burner Ultra takes place on October 25, 2025, in Cañon City, Colorado. The event offers multiple distances that start and finish at Centennial Park. 35 Mile 50K 35K 10K Registration closes October 22, 2025. Race entries include a gender-specific race shirt, a BOCO trucker hat (excludes..