It shouldn’t be any different from changing from one boarding facility to another. The adjustment will probably be a lot easier on him than on you. If possible, I’d suggest using your own trailer, if you can keep it there. It would make it easier if you want to take him with you for long vacations from school. Bring your own hay to transition, and also (if he is picky), start flavoring his water so he will accept the water at the new place readily. Hydration is important.
It is never the horse's fault