Travel and roadtrips are fun and they should be. Good trips do not just happen.
They can but experiance will show you that planning helps produce better outcomes - most of the time.
Better outcomes are the result of better information. That also means complete and upto date information.
That is the tricky part.
... the roads less traveled
I don't think I was ever inspired by Robert Frost's poem.
The road less traveled, (by definition!) is the road with less traffic.