Winter in Philly...Shoes/Boots?

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<p>He’ll have time to adjust. When he arrives in Philly, it’s actually likely to still be hot summer weather, unless he’s one with a really late start to his first semester/quarter/etc.</p>

<p>It will start to be jacket weather by the end of September. October and November are not likely to be very cold, unless there’s an early cold snap. But by mid-November he could easily have had to deal with multiple cold, wet rainy days. Days where it rains steadily all day long with no sun and with temps in the 40s or upper 30s. And in a normal winter, he’ll be dealing with this kind of weather off and on all winter until mid-to-late March or so. [Last winter was NOT normal!]</p>

<p>In my humble opinion, the most miserable weather known to humankind is pouring down rain with temps in the mid 30s and (just for fun) add in a wind blowing at around 20 mph.</p>

<p>Cold, dry snow is much easier to deal with.</p>