Our son went to high school and now college about 2,500 miles from home. We have paid airfare for his trips to/from school for all breaks (Thanksgiving, Christmas, Spring Break) as well as to and from school at start/end of school year to the tune of several thousand dollars a year, but we used points for some trips where we could.
Both his high school and his college provide bus/van transpo to/from airports and make accommodations for flights that are cancelled at the school end due to bad weather (extended dorm stay until weather clears/flight rescheduled). Fortunately, he has not been stranded during a layover, but he has a credit card tied to ours and is free to use it for taxis/hotels if he needs to. He has been making his own travel arrangements since high school, so he is comfortable taking care of himself and making decisions en route. (Thank you, Southwest, for treating our teenage unaccompanied minor like an adult and enabling him to handle all aspects of his travel without any need for our involvement.) He often uses Uber, too, to get to/from airports and hotels when he is traveling outside the scheduled school transpo.
As for summer storage mentioned above, during high school, our son used All Campus Storage which stored his dorm belongings over the summer and delivered them to his new room the following year. Pricing was by the box. The company provided the boxes, packing material, tape, and labels. All he had to do was pack up and leave the boxes in his room so ACS could pick them up and take them to storage. When he arrived at his new room the following year, the boxes were already there ready to unpack. He never had an issue. I know there are several companies that provide this service for college students although our son no longer needs it as he is able to store his dorm (barracks) stuff in the trunk room on his campus over the summer.
As for shorter breaks, our son always came home, but there was the option to go home with friends who live/d close to the school. We thought that this past Thanksgiving would be the first time he missed coming home for break (and we were very sad), but things changed and he was able to come home. We know, though, that the time is coming when we will see him less and less. That’s just the way it is when kids begin to forge their adult lives.
So, @MACmiracle, don’t stress too much about travel logistics. You will probably be very involved those first few trips but, once your child has navigated the trip a few times, it will become routine. It all works out.
ETA: Neither our son’s high school nor his college allow students to remain on campus over breaks, so some form of arrangement has to be made. Both schools have services set up to help students with these arrangements if necessary.