Planning an after-Memorial Day road trip down to see the Redwoods, Crater Lake, and Ashland's Shakespeare Festival for the first time with a non-roadgeek friend. Would love some advice on quirky things or scenic views that are worth a diversion away from the main highways in the area (but not too far, lest the friend complain). Also would love to hear opinions on which of routes I should take for the multi-choice options below.
The general plan:
Day 1: Make it down to Portland, clinch a few urban routes, then overnight in Salem or Eugene
Day 2: Travel west via OR 22 or OR 18 to the coast and drive south on US 101 to Coos Bay, then east via OR 42 or OR 38/138 to overnight in Medford
Day 3: West on US 199 to Crescent City and south on US 101 to see Redwood National Park, Eureka, and some of the coastal beaches. East on CA 299 to Redding and back north to Medford
Day 4: Drive northeast to Crater Lake and south to Klamath Falls. Possible continuation on to Weed, returning to overnight in Ashland.
Day 5: Drive south on CA 89 to Lassen Peak and back north to Ashland. Shorter day needed so that we can watch a Shakespeare play.
Day 6: West on US 199 and north on US 101 all the way to Astoria
Day 7: Return to Seattle via WA 6