Skyline Trail has only one trailhead, so you're looking at an in and out walk. Skyline Trail has a total elevation difference of 5,309 feet which is higher than average. Of course, this is an overnight backcountry walk, 8 days normally, so make sure you've got all your overnight gear packed. Skyline Trail is 52.4 miles long; it's considered a longer hike. At parts of the year this region sees very little rain, so donít forget to check for any current fire restrictions before you go. This backpacking trail goes through some very different elevations, and that means that some parts of the backpacking trail could be very different from other parts of it. This is a long backpacking and hiking trail, so don't forget to pack enough supplies.