Keep in mind that nearly any location in the northern I-5 corridor will be plagued by rain from October to June (give or take a month or so either way).
Climbing options near Portland are fair, with a smattering of basalt crags within about 20 minutes, as well as some secret-stash and newly-developed (and recently hyped) bouldering. The real problem with the climbing is that it's frequently wet due to the fact that it's frequently raining. There is, you see, a reason that so many people "only climb at Smith."
DFA would recommend (does recommend) that you look into Bend as an option. Bend has that nice, dry, high-desert climate, and the skies are more often than not blue. You can climb around Bend when it's snowing (at least at Smith), and often it will be sunny again after snowing or raining. It's truly a great climate. You do get a bit of the summer heat, but the evenings are typically manageable. It's about 20 minutes from Smith, and there is scads of good bouldering lurking in the surrounding forests (and subdivisions and golf courses) nearby. Add to that the Cascades within spitting distance (making for spectacular sunsets), lift-accessed and backcountry skiing, mountain biking galore, a large outdoorsy community, and some very good beer, and you've got a great place to live. Of course, you miss out on some big-city amenities like concerts and whatnot, but the trade-offs are well worth it (e.g. you're unlikely to have a half-hour-plus commute in Bend).
Hope that helps, and good luck on the relocation!
Love,
Dr. Flash "location, location, location" Amazing