Planning a trip

I'm planning a trip to Oregon for later this year, but I'm from Michigan and have absolutely no idea what I should do there. The goal is to stay on the coast for 5-7 days towards the end of the year (anytime between August and October). I was hoping to get some advice on any activities or sights I could see. There's so much beauty in the state, and I'm feeling a bit overwhelmed by all the online videos offering travel plans. Initially, I had the intention of going to one city and staying and enjoying the sights there, but the more I researched, the more it seemed to make a bit more sense to do a 'road trip' down the coast, hitting the major sights and scenery, I just don't want to jam pack my days and miss everything because i'm driving most of the day

I know some places to visit that I've seen gorgeous views of are Cannon Beach, Astoria, Oceanside, Pacific City, Lincoln City, and Florence. I know it may be unrealistic to hit all of these, and I'm aware of that, I just would love some ideas of things to do inside these cities for me to get a better idea of the type of itinerary I can build.

Also I know my time is a bit up in the air for when I want the trip to be, if August-October isn't a good time to visit the coast (I know Oregon is a state that suffers from wildfires at some points throughout the year) I would love some advice on when the best time to visit the coast would be, thank you in advanced !