Be sure to visit Cannon Beach and Ecola State Park, about 15 miles north of Tillamook-- a lot of great photo ops there.
I got a 18-200mm lens when I purchased my D500 two years ago. I find it versatile and reliable. A great lens if you're only going to carry one.
I got my Nikon F at a PX in Japan in 1966 -- a wonderful, durable camera. I have its direct descendant now, the D500 -- another phenomenal instrument.
I was going to guess Mt Hood sight unseen. Boy did I get that wrong.
I've been using PS for years, going back to PS3, While by no means an expert, I feel pretty comfortable with the things I use it for. Over the years, I have found PS tutorials extremely helpful, although that means sometimes having to watch and re-watch them numerous times to pick up all the subtleties.
As I've pointed out in previous posts, the battery door on my D500 is very flimsy -- not up to Nikon standards at all. It's very easy to knock off. When I lost my battery door, I covered the cavity with black electrical tape which worked fine but looked like a jury-rig. I eventually called Nikon. They quoted some outrageous price (over $100) to fix it. After negotiating with the lady on the phone, they agreed to do it for free (me being a long time registered Nikon owner and all)--but I still had to go through the inconvenience of sending it to them (they wouldn't just send me a replacement door). The actual piece can't cost more than a quarter, if that. It's the only design flaw I've found on the D500.
I still have my Nikon F. I bought it in Japan in 1964 at the PX in Yokohama (I was a merchant mariner at the time). In the 58 years since, my progression was been two Cool Px cameras, D80S, D300S, and today's D500. All great cameras in their own way.
If your schedule allows it, consider a half-day trip to Annapolis, about 50 miles away. A lot of photo ops around the harbor and in town itself, not to mention the Naval Academy.
We visited all three cities in Nov '14 -- great photo ops in all three places! I carried my Nikon D300S with its 18-200 mm zoom lens and was not wanting for any additional lenses.
Improve the D500's battery cover door design -- the current one is just too flimsy.
Be sure to go up to the airport -- great vistas up there.
If you're coming from Portland to Cannon Beach, be sure to stop at Camp 18 on Rte 26 (I think it's 26 -- anyway it's the main road to the coast). It's a large (i.e. high-ceiling-ed dining room) restaurant with scads of old logging and rail equipment scattered around the grounds. Lots of photo ops. At Cannon Beach, you MUST visit Ecola SP-- one of my favorite places on earth. Very scenic and tranquil. Unfortunately, when I was last there in Nov '16, some of the trails were closed due to storm damage. Hopefully they've been restored, but the park is a must-see regardless. One last tidbit: Just south of Cannon Beach past Haystack Rock, there's glass-blowing shop ("Fire and Ice" I believe it's called) which is very photogenic. The owner is a very personable and interesting fellow. His work on display (and for sale) is gorgeous. Watching them work the glass is sheer poetry in motion.
My Nikkor 18-200 covers a lot of bases.