well its always a good idea to have reservations, when I travel across the u.s. with my bff we had reservations no were and we slept in the car most of the time...we ran into the problem of small towns with booked rooms (in summer) or a town with any major event going on...
So yeah reservations are great, make a list of the places you will be going or driving through and look up on google ---name of place hotels/camping grounds---- write there numbers down call and as what they expect business to be like around the day you might show up there....and take the numbers along with you and call them when you are close to them or know that your going to be their on a certain day, make reservations.....Remember you can make reservations and cancel them, ask what there cancellation policy is......
-----if worst comes to worst, sleep in the car, in a rest-stop parking lot, and make sure you lock the doors (lol) and you can put up sheets in the windows (for curtains sun rising at 4am sucks) just put the top of the sheet in the window (with it rolled down) then roll it back up and the sheet is stuck in window (learned this from many days sleeping in the car)
Good luck...try to plan a little bit ahead....google "trip planning" they have forms and stuff that you can print out that will help