Captain Jack’s is a classic Colorado Springs ride. The trail follows the ridge between North Cheyenne Canyon and Bear Creek Canyon before dropping down into North Cheyenne Canyon during the last half mile. This trail is flowy and fun with large berms and optional side-hits. The top portion (from the top of Buckhorn down to where the trail crosses High Drive) is very loose and is fairly exposed. After crossing High Drive, the trail is becomes less steep, it has less gravel, and it has a nice rhythm. Between the short chute, fast rollers, and bermed corners, Captain Jack’s is the perfect trail for any riders looking to push their speed.
Captain Jack’s is most popular with mountain bikers, though you can hike the three-mile trail as well. The trail has beautiful views of North Cheyenne Canyon, Bear Creek Canyon, and Cheyenne Mountain.
- Captain Jack’s is a popular winter bike ride. Fat bikes are ideal for snowy conditions, but watch out for ice!
- This is a two-way trail, but it is highly recommended as a downhill trail for bikes. Hikers travel both directions.
- Ride from the Captain Jack’s parking lot up Gold Camp Road. Then climb either Buckhorn to get the full descent or upper High Drive to cut off the very first part of Captain Jack’s.
- Hike as an out-and-back, or hike Buckhorn (from the upper North Cheyenne parking lot) as an out-and-back to get to the same viewpoint.
Recommended season(s): Usually dry April through October. Rideable/hikeable year-round in the snow.