A windshield ice scraper for each car and an extra one because you will lose them over each summer form every car. Sorel or some other Pac type boot. A really good jacket. Really good gloves. Fleece anything. If you're near the big lakes, it's a damp cold on top of it -- layers are your friend. Socks. Flannel. A funny hat with ear flaps for those days when it's so cold no one cares. Good luck.