Let's see... flaming pinko outdoorswoman?
Yes, Oregon is for you. Do not doubt it.
I'm originally from Pittburgh, but have lived all over the country (and the world). I did my 5-year residency in Tacoma, and we did rotations at Legacy in Portland. And, of course, I got around the state on my excursions, too.
Speaking as an outsider, if you want a city with a small town feel Portland is it. Very liberal. VERY bike-friendly, I mean like no other place I've ever seen, and EVERYONE walks around in their hiking clothes all day. Great food. The complaining about the weather re:rain is just a scheme to keep the Californians away. It rarely pours- more like a pleasant light rain. And even them it is scenic as hell. It is overcast a lot. But the three months in summer are sublime.
Portland is sort of like a smaller, cleaner, and more outdoorsy Seattle (if you can imagine that). All sorts of epic outdoor locales are very close. I climbed Mt Adams, via the decidedly nontechnical South Spur. Hood scares me- I'll not climb that. You can be sea kayaking one day (though granted Puget Sound is better for that), and hiking in the mountains the next. Then skiing the next. Or even all in the same day...
I've never been to Eugene. The coast towns like Cannon Beach are pleasant but I'm not sure about the job market for PTs. They're much more hippie-enclave-ish, if that's what you're looking for. Lots of tie-dye and vegan-organic-whatever. (Portland has more of a groovy-goatee-outdoors vibe as opposed to blatantly hippie, if that makes any sense to you. Lots of peircings and plugs, and of course the brew-pubs.)
I currently live in Colorado Springs. Colorado Springs is NOT for you. For instance it's the home-base of Focus on the Family, and it definitely shows. It's sort of the token "red as hell" metro area in this state. Even Pueblo has the hispanic vote, but not so much Colorado Springs. Denver- and particularly Boulder- is much more blue. Boulder might give most of the People's Republic of the University of California a run in the "who's bluest" competition. Golden (practically across the street) is also the northern(eastern?) terminus of the Colorado Trail. Fort Collins I understand is pretty blue, to. One nice thing about Colorado- 325 sunny days a year. My wife loves it here because of that. But you have to deal with a semi-arid climate.
But unlike Portland, Boulder is PART OF DENVER. In other words, it's not it's own thing. This can be nice in that you have a large city in which to find good food, shows, healthcare jobs, etc. But it's a CITY, no doubt, even if I-70 can have you in the middle of nowhere in nothing flat. Portland is more like a particularly large small-town. You can hike IN Portland. I loved Portland- can you tell?