As a Northern gal, I second the suggestion for hella LAYERS and a thick outer coat over your blazer. No one will judge you for bundling up as long as your coat doesn't drag on the ground, haha!!
I'm assuming you're going to Tufts based on your signature... The Boston area is really quite windy, so I would really recommend a warm hat, gloves, and maybe a scarf. RE: rain, from my experience, the wind here can sometimes break your umbrella, so I generally don't bother carrying one. Watch out for salt/mud in the roads on your nice ankle boots.
Take care and good luck, you're gonna nail this