I've not done that trip in an EV, but I have done it several times in a vintage car. The CA, OR & WA coat roads are great. Yes, you can "charge"
up the highway, but I agree with other posters that it's far more enjoyable to "pootle" (proceed in a leisurely fashion). Make the journey the focus of the drive, rather than just getting to the destination. It'll be far more pleasant than I-5, even if the weather's not great.
When I've driven it, I didn't pre-book hotels, just stopped when I or the car needed a rest. You could do the same, with a pre-planned list of charging stations to choose from.