I don't know what kind of enclosure your snake lives in. If its a tub, you might think about just duplicating the whole setup to keep at home for extended stays. If you decide to leave him at school, there is at least one thing to consider.... will they be leaving the heat on in the dorm??? He'll be fine without food for two weeks. He'll need water and heat. If you take him home, make sure that what you have him in for the trip is out of direct sunlight. Heat from the sun going through a glass car window can cook a snake. Probably less of a concern in the winter, but take precautions. Also, make sure that he doesn't get too cold on the trip. 75 - 80 degrees for two hours won't hurt him. 45 - 50 degrees could. You could even bag him and just keep him in your lap and let your body heat keep him warm for the trip. I've bought several snakes that have involved 1 to 2 hour road trips to get them home, and they've all made the trips without problems. Just check on him frequently.
Steve