I had the same problem with a similar type and someone suggested I wear underwear with longer inseam. The ones I have now have a 9“ inseam and they are amazing, they literally never ride up (https://www.amazon.com/adidas-Performance-Climacool-9-Inch-Underwear/dp/B008SA1MBA). I would highly recommend trying something similar out.

Hey thanks! They were $20 but 100% worth it. When I crossed the finish line, the announcer was like "aaaaaand the guy with the patriotic shorts!" Haha it was great.

Here's a link if anyone is interested. FYI they have a drawstring waist and mesh "swimsuit-like" lining, so they'd work great for triathlons too!

Men's American Flag and Nylon Swimwear Running Shorts S https://www.amazon.com/dp/B00Y3ESLTQ/ref=cm_sw_r_cp_apap_q4oriT1qqyVDL

I've got 5 pair of these in various colors with matching bandanas and sunglasses.

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.

I just bought a pair of gym shorts like that to go with my "0 Feet Away" tank top.

Now, those shorts may not seem like they stop above the knee, but I got a medium, and I'm 6'3", so just trust me, they show thigh.

Prana Mojo shorts:

http://www.6pm.com/p/prana-mojo-short-mixology-gravel/product/7661664/color/593049

http://www.campsaver.com/prana-mojo-shorts-men-s

https://www.amazon.com/prAna-Shorts-Cargo-Green-Medium/dp/B00ZUY4Z5M/ref=sr_1_1?ie=UTF8&qid=1493077295&sr=8-1&keywords=prana+mojo

For me the Zion shorts are too long in the inseam.

Mojo you can typically find for cheaper on sale than the Zion and I also really like the elastic waist band on the Mojo.

Inseam is above the knee. I dunno about 5-6 inches though that seems very short to me.

I'm cheap. Bought 2 pair Under Armors at under $30 per pair and I love them.

93 and Scramble have good, basic designs at 50-60 bucks a rashguard. That's about industry standard. 93 Brand has good standard issue 2-packs on BJJHQ pretty often though. For shorts I just get stuff like this as I don't like logos and designs on my gear that much. SubSports and UnderArmor will always work in a pinch, too.

Another vote for this method if you don't have pockets available. Due a training run to make sure they don't chafe but it is an effective method that has worked well for me.

These are my go-to race day shorts: Asics 55's

I have Under Armour and Jockey boxer briefs that I like. What works best for me is the extra long legs. The UA ones I have are 9" (these ones). And these from Jockey, though the fly is a little tight so I have to be extra careful when peeing with my EZP.

Sure thing!

shorts

shirt

underwear

bubble

socks

backpack

(last two are amazon.de links, as amazon.com doesn't have it)

https://www.amazon.com/gp/product/B01CLPIL48/ref=oh_aui_detailpage_o01_s00?ie=UTF8&psc=1

order 1 size larger than you normally would :)

Found! Thanks! I searched their stuff on Amazon instead of their site and found it. They are Under Armor Raid shorts. They have a much better and stronger waist band which made me not recognize them. A bit thicker and heavier than my old pair, but they will probably hold up better.

Men's Under Armour Raid 10" Shorts, Black (001), XX-Large https://www.amazon.com/dp/B00KWKD64U/ref=cm_sw_r_cp_apa_pDSIxbRNAQS4C

Yeah, might be. I guess the ones I'm wearing (adidas essentials) aren't technically basketball shorts, they're halfway between soccer and basketball shorts in length. I initially started wearing them because they have pockets, much more convenient, but now I actually prefer the fit too (compared to adidas parma).

I have a pair of each of these and I like them a lot so far. I've done about 4 WODs on each of them.

http://www.amazon.com/gp/aw/d/B00E8HGQ68

http://www.amazon.com/gp/aw/d/B00CHVCD7S

I just ordered these. They're quite a bit cheaper than the above two.

http://www.amazon.com/gp/aw/d/B0050UP9NS

[I like these a lot and you can't beat the price ](Blank WOD Shorts by Epic MMA https://www.amazon.com/dp/B009BRD0KK/ref=cm_sw_r_cp_api_BhzFyb1FN40XZ) no logos which I like, free shipping for Amazon and size 40 is only $15.

https://www.amazon.com/Under-Armour-Mens-Woven-Pants/dp/B017HU67XY?th=1&psc=1

where can i get pants that look like this?
I have one in green. it looks like they changed it up because mine is 86% nylon and this one is 96%, but thats what i get when i type in the style code.

i even got a compliment at the grocery store from a woman who said she wanted them for her son because they look like you can go to work or the gym in them :))

Anybody know any good shorts similar to the ones linked below but maybe closer to 20 bucks? These are by far my favorite but I don't wanna spend 40 bucks on every pair of gym shorts.

https://www.amazon.com/adidas-Performance-Essential-Cotton-Heather/dp/B01A6VXN92/ref=sr_1_10?s=apparel&ie=UTF8&qid=1501301052&sr=1-10&nodeID=7141123011&psd=1&keywords=adidas+cotton+shorts

https://www.amazon.ca/Under-Armour-Mens-Short-Shorts/dp/B01C31ARTC
I have these in the smallest size, the top band hits around the top of my hips and the top of the back criss cross hits around the top of my sacrum.
I had a pt fit them on me and they felt too tight at first but after a week or two theyve felt better than not wearing them. They allow me to work on my proprioception, do my pt, and with my knee braces, and walker I'm able to go shopping and do things. They're not perfect but I've tried so many options, and for me these are the best for my severe hypermobility.

I wear long compression shorts by Under Armour (cuz Steph Curry) that extend to just above the knees.