I love Oregon and was born there, still catch flack from transplants when I go back to visit relatives
Eugene is more liberal since that is the home of Oregon State. When you had said SW Oregon, I was thinking that you were looking at Medford/Ashland area. There are quite a few clubs down in that area.
Sir Charles is dead on about the Weather West of the Cascades (I'm from the East Slope), adapt to it and things are great. As for gun friendly, most of the state is really cool about it.
If you get into the Eastern side, sometimes you can blink and think that you are in a Remington print.
I'd move back, except having 17 years into a job with decent pay and good benefits. it's kinda hard to uproot the family and start over unless absolutely necessary.