Castle Rock

Trail Running Calendar near Castle Rock 2026-2027

Explore the top trail runs near Castle Rock for 2026-2027! We've gathered 29 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026

Sandstone Sixer

Douglas County | 8 mi from Castle Rock

Trail Run Backyard Ultra

A six hour timed trail event on an 8 mile loop at Sandstone Ranch in Larkspur, Colorado with aid every four miles and loop based medals.

A six hour timed trail event on an 8 mile loop at Sandstone Ranch in Larkspur, Colorado with aid every four miles and loop based medals.

December 2026

Sawmill Trail Runs

Conifer | 26 mi from Castle Rock

Trail Run 50 km

Kingfisher Half Marathon

Chatfield Reservoir | 16 mi from Castle Rock

Trail Run 5 km 10 km Half Marathon

January 2027

Frozen Devil’s Head

Roxborough Park | 13 mi from Castle Rock

Trail Run 22 mi

A winter 21.6 mile out and back on closed Rampart Range Road from Highway 67 to Devil's Head with 2,600 feet of climbing and required gear.

A winter 21.6 mile out and back on closed Rampart Range Road from Highway 67 to Devil's Head with 2,600 feet of climbing and required gear.

March 2027

Far Out 3/4 Marathon

Chatfield Reservoir | 16 mi from Castle Rock

Trail Run 5 km 10 mi 32 km

May 2027

Greenland Trail Races

Larkspur | 10 mi from Castle Rock

Trail Run 4 mi 8 mi 25 km 50 km

Trail races at Greenland Open Space near Larkspur offer four dirt-trail distances with looped courses, aid stations, timing, and awards.

Trail races at Greenland Open Space near Larkspur offer four dirt-trail distances with looped courses, aid stations, timing, and awards.

Niwot's Challenge

Sedalia | 6 mi from Castle Rock

Trail Run 24 mi 50 mi 100 mi

An invitation-only ultrarunning trial in Sedalia, Colorado emphasizing off-trail navigation, self-reliance, and multi-loop endurance challenges with a 40-runner field.

An invitation-only ultrarunning trial in Sedalia, Colorado emphasizing off-trail navigation, self-reliance, and multi-loop endurance challenges with a 40-runner field.

August 2027

Pat's Pony Express

Woodland Park | 28 mi from Castle Rock

Trail Run 8 mi 16 mi

Trail races at Rampart Reservoir offering 16 mile and 8 mile courses, shuttle service from Merit Academy, limited parking at Rainbow Gulch, horseshoe finisher medals and a membership raffle.

Trail races at Rampart Reservoir offering 16 mile and 8 mile courses, shuttle service from Merit Academy, limited parking at Rainbow Gulch, horseshoe finisher medals and a membership raffle.

September 2027

Elk Falls

Conifer | 26 mi from Castle Rock

Trail Run 6 mi 14 mi

Trail event at Staunton State Park on September 25, 2027, offering 6 mile and 14 mile options with weighted categories and proceeds to the Special Forces Foundation.

Trail event at Staunton State Park on September 25, 2027, offering 6 mile and 14 mile options with weighted categories and proceeds to the Special Forces Foundation.