Initially planning can take some work. But as you lay out plans develop a way of cataloging the information, a note book, favorites on your computer, call phone something handy that works.
What happens over time is that you get to know the "best places" for you to stay and when you do then they are within easy access. Add to your planning a Woodalls or equivelent and a good truckers road atlas (gps has its failings---can't tell a 10% grade from a flat one) and you are set.
I know by now all the spots we frequent the most are on my cell phone. I used to lay out a plan, very detailed, but always subject to change by the Princess, and at the last minute----so I stopped.
Now on the road I just bring up "how far do you feel like going" I lay out the options and judging from the response I say "well pick up the phone and fine XYZ site on the screen and push the call button------"
This keeps all in our kingdom happy.
Keep a log, it expands with time and before you know it everything is second nature.
I do all my own stunts
03 Dolphin LX 6355, Workhorse W22, 8.1 vortec, 04 CR-V, Blue Ox, Brake Pro----Norm, Barb and
Doc(He's a PhD)