So far this conversation has centered around Oregon, but it's also worth considering Washington State. Seattle is blown out, any livable house costs upwards of a $1m at this point, but even Tacoma still has (for the west coast) very decent cost of living.
If you are into the small town vibe, Bellingham is a great place, but since Covid, every tech dickhead is moving there, the housing market there is so competitive that houses are regularly selling for several hundred over asking. The land outside of town is still relatively cheap though. I would strongly consider living somewhere that was ~30-45 minute drive from Bham, which has a strong and thriving skate scene.
Olympia is the other big small town on the west side of the mountains, and housing and land prices there are still dirt cheap, since apparently no one wants to live in Olympia. I've only ever visited for short periods of time, and it seemed fine to me. A friend of mine bought some property of the north end of a lake for like $36,000, a few miles from town.
Lastly, on the east side of the state, there is the much maligned and misunderstood city of Spokane. They just got an insane new Grindline skatepark in their beautiful Riverfront Park, which I'll surely one day visit. In addition to that, the access to outdoor activities like hiking and mountain biking in pretty incredible - you can ride from your door to the trailhead in ~15 minutes. Housing is cheap there, and the weather is less typically "northwest" (rain beginning in October and lasting more or less through May) and more seasonal, with cold, snowy winter and warm, dry summers. Wildfires are an ever increasing concern on the east side of the mountains, though, which can make summer into a real bummer.