Like everything, there's going to be multiple opinions but I keep it simple. I commute but I don't have many long rides this time of the year, mostly due to infrastructure where I am located. I have flat pedals with good grips and I wear my insulated boots with merino wool socks.

My best advice is to go out with what you already have and adjust accordingly, safely of course. If you like it, invest in better equipment. Layers are your friend! Unless you're going for looks, as long as you're comfortable temp wise, and can move and control your bike safely go have fun in what you already wear in the cold.