I have to admit it, but I haven't had much luck in getting Henry or Sally to wear shoes or socks. I wish I could - living in Colorado, we get a fair amount of snow, and our Chiweenies were NOT bread for the cold! But if your pooch is a little more receptive to footwear, check out these insulated boots at NoMoreRack!
For only $14, you can get a set of 3M insulated doggie booties! If you haven't purchased from NoMoreRack before, be sure to sign up through this link to get $10 off your first purchase!