If you're only driving around 30 miles a week honestly you'll be fine with those tires. Winter weather isn't all that bad here now (we've barely gotten any snow thus far). Usually through Jan. and Feb. we may get the snowy/slushy periods but it won't be too heavy, and the city is fairly decent at keeping the roads plowed and salted for ice anyway. If anything just drive a little slower/more careful and your all seasons will see you through just fine. Shouldn't have any problems on your way up.
Welcome to TO whenever you get here ^^.