This is my first winter with my yorkie, but I also have 2 chihuahuas. My chihuahuas hate the cold and since my yorkie, Twinkie, is just over 2 lbs she will probably hate the winter as well. They will all be using their pee pad all winter (which is the only way they are trained). I think they would all freeze their tails off if I let them out, and I don't particularly want to escort them out in the cold either!