Vail, Colorado

There are many different places to start the trek up to Castle and Conundrum. The first step, however, is always go to the end of Castle Creek Road just outside of Aspen, CO. When the paved road ends, there is parking available right off the road for those who don't wish to drive further. Howe...

Day 1: Park at the Payne Creek/Brookside Trailhead (8,040 ft.) right outside Bailey. You'll go on the trail for about a mile before the trail parts to Craig Meadows or Craig Park. If you start this in the nighttime, it's best to camp before you part ways on the trail as it's a little more spaciou...