The Quad does have an elevator. Keep in mind you will have to wait. My daughter was on the third floor, and we carried most things up the stairs (use the side stairs, less crowded). I don't think command strips will hold a headboard, but you can Velcro the bottom to the bed frame. That is what most of the girls with headboards did.
HQWest is correct about Amazon Prime. We order all books, and quite a few dorm supplies through it. Renting books is a great option...much cheaper than buying, you just have to keep up with the books and turn return them on time. My son and daughter (grad school), try to rent most of their books, and it saves $$.
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