I live west of Portland, Oregon, and have the same situation. We get about 40 inches of rain a year, almost exclusively between October and May. Very little precipitation from mid-June through mid-October. Soils are silty/clay. We have very little runoff, but by mid-July, the soils are dry 6-8 inches down, even in the shade.
I have wondered about swales, but I wonder if it would just make a big mudhole for nine months out of the year and a rock hard ditch the other three months. For small scale plantings, I have wondered whether a hukel bed would extend the moisture through the summer, but on a large scale, that seems impractical.
I am interested if there are any general suggestions for this type of climate with the types of soil that are common to Cascadia. I will be watching this thread.