Don't know the local area well enough to answer the specific questions, since I too am in the Seattle area, but the PNW is fabulous. Wilderness within reach everywhere you look, and close...that's why we all live here. And it doesn't rain every day in the winter. Most of us ride all year round. It's great! Come on out. I think you WILL love it in Portland.
"My predominant feeling is one of gratitude. I have loved and been loved;I have been given much and I have given something in return...Above all, I have been a sentient being, a thinking animal, on this beautiful planet, and that in itself has been an enormous privilege and an adventure." O. Sacks