Mileage

Mileage is a bit high, but totally doable. You may find that the first three days you're good for 300+ and then quickly thereafter 200 starts to feel long. This is a fairly short trip overall, though. I did an 8 week cross-country tour 2 years ago and by the middle of it I was doing 150 mile days - a far cry from the 250 per day planned!

Accommodations

During my trip I was doing a combination of camping and hotels. Since I had camping gear, I didn't sweat it too much and just used the hotels.com app. Honestly? I never had an issue except twice. The first time, I was lost in north eastern NC and had no cell service. Apps don't help you there. The second time, I happened to be in Kansas during graduation ceremonies for the local university and there just weren't a lot of hotels nearby in general because, well, Kansas. I ended up staying in a hunting lodge! (No good camping spots other than people's private property, which I shy away from at all costs.) For the route you're taking, I don't think you're going to have any issues at all with accommodations until maybe hitting WV or the western NC mountains. Even then.. you're probably going to be fine. The upside to winging it is that you get to be way more flexible on your schedule. Feeling good? Get an extra 100 miles in. Feeling not so good? Cut out 50 miles early.

Packing

As far as packing list, it seems like your expectations are realistic. You know you can't do maintenance, so don't bring a heavy-ass toolkit. You know you aren't camping, so none of those supplies are needed. So, what then? Pack way less than you think you need, because you won't need it.

Pack one or two "nice" outfits that you do not ride in and that you wash at a laundromat after wearing once or twice. You'll change into these after checking in to your hotel and showering so that you can go get a nice dinner without smelling like a ripe cadaver. Pack two sets of riding clothes, and for those clothes include something compression shorts and compression shirts as your underwear. Why? Because you can wash them every night in your hotel sink and they'll dry in 30 minutes. They also will help keep you comfortable. On a trip the length of yours, I'd fully wash my clothes twice most likely. A lot of motels have quarter machines.

Keep a spare credit card/cash in your bag separate from your wallet in case something shitty happens. Bring a good book (Jupiter's Travels, for example!) to read on your downtime. Something about being on a motorcycle trip makes me want to disconnect from the phone/internet as much as possible. Pack a Go-Pro and a bunch of memory if you can. It's so cool documenting certain parts of the ride.

Navigation

I found that the best way to navigate was to just use my phone's bluetooth audio into my helmet headset. If you don't have a helmet headset, they are so worth it. I disabled interstates and ferries in the options and just let it take me down random roads for the most part. It was always scenic!

BUT... be careful in very rural areas. I ended up in the middle of nowhere without cell reception in north eastern NC one night when I pushed myself to ride later than I should to make up for lost time. It was not a good time and I ended up having to have a cop direct me to the nearest hotel. It was not a nice hotel. I imagine there are areas of WV / western VA that are similar, but they're exactly the types of areas you'd want to ride through for the scenery. So, be cognizant of that.

Pack a paper map.

General Riding Tips

• Get gas often. My north eastern NC adventure taught me this one early on in my trip.
  
• When your bike gets fuel, you get water, especially on hot days
  
• Start your rides early in the morning. Less traffic, fewer animals on the road, usually a bit cooler temperatures, and it's just a nice time to get on the bike. You'll also get to your next stop early and can change into nice clothes and explore the town/area.
  
• Don't ride fatigued! You'll be in new areas and looking at scenery, etc. This is not the time to push yourself.
  
• Prepare for rain. Riding in the rain is fine and it's probably going to happen to you. If you don't have full rain gear, I can't recommend enough using froggtoggs gear - they make waterproof pants meant to go over your jeans and very thin waterproof jackets. Not necessarily motorcycle gear, but it gets the job done and is cheap. You don't want your entire trip derailed because you hit some rain patches. Just ride slow and push on. Make sure your packed gear is also in water proof luggage or otherwise protected. You don't want all your clothes wet or your electronics fried.

If you decide to go street wash route, I suggest you consider this foam sprayer as well. Worked great for me. I may not need to use sponge.

https://www.amazon.com/gp/product/B07MWHSLMY/ref=ppx_yo_dt_b_search_asin_title?ie=UTF8&psc=1

This is more of a home lock than a travel lock, that being said when I've travelled with it I wrapped it with an old tee shirt and put it in a sissy bar bag. The weight shift was interesting on the first turn. :)

ed: I also have a Kryptonite New York Bicycle Disc Lock which I mentioned earlier but didn't link to. This is what I use for travel around, it has a bright yellow disc lock reminder cord that is visible to you so you don't drive with it on and visible for passers-by so they hopefully passby.

Probably better off keeping it simple, more than a hundred bucks less and will never run out of batteries - https://www.amazon.com/Chapin-International-617407731200-20002-Multi-Purpose/dp/B0039EEN0M/ref=sr_1_7?keywords=pump%2Bsprayer&qid=1568512164&s=lawn-garden&sr=1-7&th=1&psc=1

Flat how? Got a puncture? Try this: http://www.amazon.com/gp/product/B0006NE3KE/ref=oh_aui_detailpage_o03_s00?ie=UTF8&psc=1

I used it on two different punctures, same back tire. Works well.

Get one of these - https://www.amazon.com/JL-Safety-EZP300-Indestructible-Unbreakable/dp/B009Y7MJVS/ref=sr_1_1?ie=UTF8&qid=1469172897&sr=8-1&keywords=ezpass

I normally just unmount it from my bike after the ride

I use this with the inlet hose going to a small collapsable water bucket

https://www.amazon.com/Norshire-Pressure-Dispenser-Portable-Washing/dp/B07RZR65V2/

Won't help you now, but maybe throw this on your Christmas list.

https://www.amazon.com/NOCO-GB40-UltraSafe-Lithium-Starter/dp/B015TKUPIC/ref=sr_1_3?ie=UTF8&qid=1510858529&sr=8-3&keywords=gb40+jump+starter

Get comprehensive insurance. There is not a lock that will stop anyone determined.

There are large chains available... I believe one is called fuhgettaboutit? Use that on something equally unmoving plus an alarmed disk lock.

Edit: Chain

IDK man, folds flat and can be thrown in the closet, under the couch, behind a TV stand, under a milk crate.

https://www.amazon.com/OrionMotorTech-Dilated-Scissor-Adventure-Motorcycle/dp/B01M0AB7MJ/ref=sr_1_3?keywords=motorcycle+lift&qid=1563369560&s=gateway&sr=8-3

Hasn’t happened to me yet, but I’m not planning on making it easy for assholes when it does happen. I keep one of these brake clamps on whenever I park.