OK, y'all were right. I needed to pick a route - here's what I came up with (comments?):
From Napa, N on 29/53, and 20 to Ukiah
101 N to Eureka
299, then 96 thru Klamath Nat'l Forest
hit 5 just S of Ore border
Option 1: 138 W to Roseburg, 42 to Coos Bay
Option 2: 97/58 to Eugene, then Florence
Either way, then straight up 101 to Lincoln City or Tillamook
On to Portland
I feel like I'm missing the southern Ore coast, but you can't do everything, right?
I've got 4-5 Days - Great Chow/Wine along the way? My plan: Moderate to inexpensive to cheap, with one blowout meal.