Maybe I'm "old school" . . . I got my first bike (1970 Triumph TR6R) about the time Peter Fonda and Dennis Hopper were doing "Easy Rider" (released 1969).
For those not familiar -- They were riding choppers, smuggling cocaine across the Southern US, Ariz. New Mex. headed for Mardi Gras in Louisiana --
Bed roll on the sissy bar and they camped out. (Yeah, sure they had a crew truck from the studio packing all their gear, but the "road gypsy" is the point here, not reality
I just did 5 days heading to Reno. Camped out on the side of the road, rest areas, campsites. Sleeping on the ground, looking at stars through the mosquito netting on the tent, listening to the coyotes. (In LaPine OR, I actually called them into my camp site.)
McDonald's has WiFi -- also a large commode area in the rest room, secure and ample enough to change clothes. I can wash up at a roadside rest area. I don't shave . . .
My one iPod has an FM radio, (so does the Harley), iTunes, WiFi. It's not like I'm culturally isolated on the road.
Staying in a motel seems like "cheating" somehow.