Trail Running calendar near Winter Park 2026-2027

We have found 126 Trailruns within 80 miles of Winter Park. See below where and when you can find the races.

Experience the wild spaces of Northern Colorado with a weekend of trail races ranging from a half marathon to a 50 mile ultra through scenic forests and scout camp trails. Stay on site with available camping and community meals.

Experience desert style single track and forest roads with views of the Collegiate Peaks in Buena Vista. Choose between 50k or 30k distances as part of the multi sport 14er Fest.

A community driven 24 hour loop run in Palmer Lake, Colorado, on a 0.82 mile mountain course. Top three overall receive awards and the first ten runners to reach 100 miles earn onsite buckles.

A two-day trail and bike event in Estes Park featuring 31-mile bike and run options, a 15-mile heavy half, and a 62-mile duathlon, with rugged trails, significant climbs, and aid stations supporting competitors.

A scenic half marathon from Fanny Hill in Snowmass along the Government Trail through Aspen groves to Koch Lumber Park in downtown Aspen. Registration opens April 28, 2026; in store $80, online $105.

A point to point trail race from Vail to Minturn with 26K and 14K courses across Vail Mountain. Both routes feature alpine singletrack, scenic views of Mt. Holy Cross, staffed aid stations and a post race lunch voucher.

A *5K* trail run on Town of Breckenridge Trails that finishes at Blue River Plaza on Main Street during Breckenridge Oktoberfest. Field limited to 300 runners; first 250 registrants receive a long-sleeve technical tee and 21+ entrants get a..

A fall trail event in Buena Vista, Colorado on September 27, 2026 offering a 14K trail race with over 500 feet of elevation gain and a 5K along the Arkansas River. Both races start and finish at Vendor Village near the Eddyline Beer Garden.

October 2026

A weekend trail running festival at Bear Creek Lake Park offering 100K, 50M, 50K, half marathon, 10K and 5K on mostly singletrack terrain with looped courses, aid stations, drop bags, and controlled crew and pacer rules.

Experience the scenic HRCA Backcountry Wilderness Area with trail races for the whole family. Enjoy rolling hills and open views followed by a pancake breakfast and finisher medals for all participants in Littleton.

A Woodland Park trail event featuring 50k and 10k options on singletrack and forest roads with views of Pikes Peak, stocked aid stations, and crew access for the 50k.

Trail races on Emerald Mountain near Howelsen Hill offering a 12k about 7.75 miles and a 4 mile option over aspen-lined singletrack. Awards and series prizes are presented at Olympian Hall after the race.

A multi distance trail festival in Castle Rock featuring a family adventure run plus 5K, 10K, half marathon and 50K ultramarathon across Philip S. Miller Park and Ridgeline Open Space. Events include chip timing, finisher medals and aid sta..

A Halloween themed 3.1 mile trail run in Aspen with dogs welcome, timed results and cash prizes for top male and female finishers. The event features costume prizes, raffle items and food trucks, with proceeds benefiting the local animal sh..

A fall trail race at Staunton State Park offering 50K, 25K, a 25K FishSlappers division, and a steep 5K, run on runnable singletrack with aid stations and fundraising for land and water conservation.

Trail races at Indian Creek Campground near Sedalia, CO offering 50 mile, 55k, 15 mile and 5 mile routes through montane forest and red rock scenery with limited entries and defined time limits.

Trail marathon and half at Horsetooth Mountain Park on mostly singletrack and redstone hardpack. Two distances with published elevation gain, fully stocked aid stations, drop bag options, and time allowances.

Trail races at Bear Creek Lake Park offering 5 miles or a two-lap 10 miles on single-track dirt. Registration includes park admission, a finisher meal and refreshments; 10 mile finishers receive a commemorative mug.

Trail races at Bear Creek Lake Park in Lakewood CO offering 5 km, 15 km, a 5 plus 15 double, and a kids 1 km with a stuffed bear for finishers. Courses are mostly dirt, single and double track, and fully marked.

November 2026

Experience 13.1 miles of singletrack trails and hills in the Highlands Ranch Backcountry Wilderness Area. Enjoy custom medals and a post race pancake breakfast while competing for cash prizes in various categories.

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