Yes I sleep in hotels, and with warmshowers hosts and in my sleeping bag inside my tent. There is a Tarptent Contrail, NeoAir sleeping pad, Exped pillow and Montbell down hugger sleeping bag in the saddlenbag......plus some other stuff.
oh, that's some high dollar lightweight gear. that's where I'd branch off to get something cheaper. my gortex bivy/klymit pad/generic air pillow/blanket/sleeping bag costs probably less than $200 together, and weighs around 5 lbs. without the alfine 8 shifter clogging up the front, I could probably put the sleeping gear on the bullhorn handlebar, kind of like yours, to help distribute the weight