IF you belong to AAA, go visit an office and work with a travel advisor to create "Trip Tix" for the proposed route. Then, using Google Maps, check out alternative roads that get you from Point A-B-C-D, etc. to gauge mileage and travel time for each segment. Once you settle on the route (# of miles/day, # of days, etc.), then do search for lodging options in or near your major waypoints.

If you don't belong to AAA... skip that part and just start with Google Maps.

Once I get a segment formalized, I screen grab the map and print it out to hardcopy in case my electronics go sideways.

Enjoy - hope the ride works out!