I have really specific memories of prepping for a cross-country road trip in 1993. Went to AAA for travelers checks and a TripTik (basically paying someone else to print out slightly more detailed MapQuest directions for you). We made zero hotel reservations along the way - just stopped when tired
The idea of staying at whatever random hotel was in whatever random town you happened to pass through at a point when it seemed like a good idea to stop is so wild to me today.