you guys are funny. i didn't want to disclose first, but here it is. our kid just signed up with a fencing club in san diego and he has classes twice a week, we live in Orange county, unfortunately my wife has to take him. if it's me, this won't be an issue, i'm very comfortable supercharging my tesla as this is my 2nd one. however (flame suit on), my wife is a Tesla hate, she has no choice but to take the Tesla for these trips because our other vehicle is a gas guzzler. i really hate to explain to her why we should not charge up to 100% just for peace of mind and how easy to go supercharging the tesla nowadays. so for the sake of arguments, i will charge up the tesla to 100% those 2 days just to safe me headache from explaining to her.
i'm asking this question here to see if it indeed hurting the battery in long run, then i will charge it up to 90% and tell her take it or leave it.
The short answer to your question is, It probably hurts it "a little" but not enough to worry about, and not enough to not consider doing it. Frankly, the thing that would hurt MUCH MUCH MUCH MUCH MUCH MUCH more, would be for your wife to be driving the car, and get a "please slow down to make destination" type alert on screen because she doesnt want to supercharge.
Even here (I live in Temecula, and work in Oceanside), what passes for winter does have an impact on range. So does rain (wet roads have a pretty big impact on range actually).
If you want a suggestion that is low stress, given the additional detail you provided, you are much better off NOT going for the "she has no choice but to take the tesla for these trips because our other car is a gas guzzler" approach, and just let her take the gas car.
Otherwise, you are setting yourself up for a world of hurt one way or another. Either she will have to detour and supercharge once or twice (perhaps shes late one day, so driving 85 instead of 80.. which also will lower range), or she gets some sort of pop up about slowing down to in order to complete the trip, etc. The cost of the gas for your other car is a small price to pay for most, to avoid what is likely to be a knock down drag out argument otherwise.
TL ; DR - if you are driving your child, take the tesla. Let your wife take the gas car, or, take off work once and you make the drive with them in the Tesla, showing her where the supercharger is, etc, so its all a known entity for when she needs to do it. All much better than her "white knuckling it" in a car she doesnt like, while at the same time you being stressed out about "hurt the battery" because you are charging to 100% and she still isnt making it without supercharging sometimes (weather, speed, etc).