I moved from CA to Cambridge a few years ago. Came here over Memorial Day weekend and had never lived anywhere with real seasons before. Granted, it was post-2015 winterpocypse, but that timing seemed great to me. Honestly the first winter here was not as much of a shock as anticipated. Just get real winter clothes and shoes, make sure you know how to drive/bike in different weather, and remember people here are kind but not nice (and I mean that in the best way possible ☺️).