Diamond Trail is a one trailhead backpacking and hiking trail, so in and out is the way to trek it normally. The total elevation difference for Diamond Trail is 1,267 feet which is about average. The wilderness trail stays roughly within the same elevation zone the whole time, so you get pretty much the same conditions along the whole wilderness trail. Keep in mind that this is a long hiking trail, so make sure you bring plenty of supplies. You should count on this backcountry trek taking about 8.5 hours, but you never know stuff could go wrong and you could get stuck so be prepared for that. Diamond Trail is 9.4 miles long; it's considered a longer backcountry hike. This hiking trail sometimes gets very dry, so do check for current fire restrictions before you go if you plan to bring a stove or make a camp fire.