Allthough it sounds like you have some concerns, I hope you are your son have a lovely bonding time! Memories seem to be made on these trips.
My children have grown up driving 12/13 hours to Lake Simcoe in Canada every year, they have no memory of NOT doing it. Last year with our move to Ohio it only

took 8 hours. My kids were in shock, they were so happy!
We leave for Canada again on Saturday, it is our regular vacation place, then we do the relative thing around Christmas vacation.
This year we have our last Disney vacation for awhile (college is looming for our daughter) we are taking the kids out of school a few days around Labor Day. They go back way early in August here, but because of a wedding we need to go later.
My first time in a hotel my parents were driving separate cars to a camping place, my Dad had to work in DC for the whole summer and we were going to camp so he could come 'home' at night. Way before cell phones we got separated by a parade in small town USA, and my Mom and my sister and I stopped at a hotel, I did not even know they exsisted before.
This is also before ATM's, on a holiday weekend, and my Dad ran out of money, apparently Mom carried the money and what ever type of credit card they had then. So the 'boys' of the family drove to the camp ground and had no food! We stayed in a wonderland of a place called a hotel!! and ate in a dining room.
Frankly I never looked back, hotels not tents for me
