Trip report
Oct 12, 2017 — Sqaw Peak Road closes sometime in October for the season, but I guess I lucked out. The last 5.5 miles are on maintained dirt road, and the last .5 mile is very bumpy, likely not okay for low-clearance vehicles.
An easily-followed trail leads (Trail 060) leads with moderate steepness to Cascade Saddle before you leave the trail to follow the ridgeline to the north ridge of Freedom Peak, a fun Class 3 scramble for the last few hundred feet. In order to make this into a loop, I continued down the west ridge that turns north until you find a suitable gully toward the end of the ridge (Class 2). I'm sure you could go all the way to the end of the ridge and find a way down, but the gully was short and I was able to see the trail, so that was enough for me. After the gully mellows out, head through a small section of trees and meet back up with the trail.