Here's the planned route. (The numbers are "stops," sometimes overnight, but also places put in to force the software to take the route we want rather than the nominally shortest one.) We deliberately planned to try and not double back on our route at any time. The only places we do so are in Portland on account of deciding to head out to Seaside by first going north and then crossing over to US-30 there instead of the more-direct US-26 route.
All of the hotel rooms along the way are booked. I spoke to the vacation-rental place this morning and reserved this unit for a week. The original plan was for six nights, but if you take six nights the seventh is free, so I reckon we'll take the free night. (The only complexity here is that my original time-off request is already approved for Monday-Tuesday; however, my manager is likely to agree that I'll take it Tuesday-Wednesday instead without having to go through the hassle of canceling the first request and issuing a second.) I'll have to work remotely on four of the seven days we're there, but I don't plan to work excessively long hours. Also, at that time of the year, the days last a long time, so we'll still have lots of time to enjoy ourselves. Also, we'll get to both explore some places we've never been and also visit some favored Oregon locations. We're already planning for breakfast at Bob's Red Mill and dinner at Camp 18, and probably popping up to Long Beach to hit the pinball palace there.
I'm looking forward to this.