#7: Pleasant Ridge Road • 24.5 mi 3905 ft

Pleasant Ridge is so many things: a twisty tarmac climb just outside of town, the best gravel descent in Wasco County as it drops into Fivemile canyon, a waterbar-crossed blast out of Mount Hood National Forest, and apparently a ridge somewhere that is pleasant to behold.

Depending on what map you look at, Pleasant Ridge Road might be called Jewel Road or NF 4440 at the top, and might include a connecting section of 5 Mile Road to connect to the lower Pleasant Ridge. For our purposes, I’m just combining them all into one super-road from 3 Mile County Road near town — all the way up to Dufur Valley Road near Camp Baldwin in the Mount Hood National Forest.

I recommend riding this road downhill, as in includes at least three really good descents, or ride it as part of OMTM’s iconic Japanese Hollow route.