You’re not gonna die!
I assume you’ll be taking 40E for a bit of the way, it’s an easy road and even at this time of the year it’s pretty good driving.
I’ve driven between Ohio and Las Vegas a couple of times by myself (well, with a cat!) and it’s not as bad as you might think. I was only 22 when I did it the first time!
Glad you’re taking a cooler. I always had a bigger one in the back seat for drinks and I had a pretty small one in the front seat for snacks. I would always get a really small ham or turkey breast and bake it the day before I’d leave and then cube it up along with cubes of cheese and put it in my cooler for munching. I’d also cut up fruits and veggies to crunch along the way. With all of that stuff you can pass right by fast food.
Avoid roadside rests. IMHO they’re creepy! McDonald’s has the cleanest restrooms by far so if you have to go I’d suggest looking for signs for one. If not, the bigger gas stations (where they sell snacks and stuff) usually have good restrooms, too. Don’t forget about truck stops, people there are generally super friendly and helpful.
Do you have AAA in case you have road trouble? Make sure you keep the number for Penske’s road people handy in case you have any trouble with the truck.
Do you have a smartphone? I only ask because there are a lot of applications to help with travel.
Do you have a preferred hotel/motel chain? If so you might visit their website to get ideas of where they’re located on your way. I don’t know if you have a pet but Motel 6 allows pets to stay and they’ve honestly made great improvements to their chain IMHO and are usually clean and safe. If I had no particular arrival date/time in mind I would always just wait until I started to feel like I wanted to stop and then look at what locations were upcoming and call them from the road to secure a room. Make sure you take anything that you wouldn’t want to replace with you into the room at night.
Do you have a handsfree set for your phone?
Make a point to avoid big cities during their rush hour times. Oh man, I hit the bridge at St Louis during rush hour once and it suuuuu uuuu uuuucked. A couple of major highways merge there at the Mississippi River and the outerbelt and then for extra fun that’s right where they put the St Louis Arch for all the rubberneckers to look at while everyone’s trying to merge.
It really will do you a world of good to stop and stretch your legs every few hours. Make your son get out too and do it. It also helps to make your eyes focus on different things when you’re taking those breaks. Look at something up close and then really far away. Do it over and over again to “stretch” your eyes too.
Medications you guys normally take? Keep that in your bag you keep with you in the cab of the truck. Make sure you have something for headaches. I always travel with Benadryl because I’m paranoid, but that’s obviously optional.
If you’re feeling especially nervous you might fall in behind a truck driver. Most of them really are angels of the road and look out for people. So if you would happen to have vehicle trouble (unlikely!) don’t be afraid to flag them down.
Audio books are awesome. If not, music music music. You can’t rely on radio stations because some of them suck and there are stretches where there isn’t much out there.
Sorry for rambling, just thinking out loud.
YOU CAN DO IT