<p>I would recommend starting with five and not feeling bad at all about dropping one if you want to. You're not likely to know what you want with college coursework, and taking five classes gives you options on what to drop if you decide a particular professor or course or subject matter is not for you.</p>
<p>I wore sandals until October and then a single pair of sneakers after that, all the way through May. I'm used to the New England weather though, and I'm a guy. My roommate basically did the same, though he had a pair of cleats too. I know that my hallmates who had boots often had issues with finding places to put them--our RAs didn't like us leaving them right outside the door ("fire hazard"), though eventually they settled on the common room as a place to leave them. Don't think anything ever happened to them, but drunk people had stolen my friend's door whiteboard at 1 am, so it was a concern.</p>