Book 54: Little Bear, by Else Homelund Minarik, pictures by Maurice Sendak, HarperCollins 1957. Preschool to Early Elementary
You might be familiar with the Little Bear series on PBS and Nick Jr. It is a charming television series for young children, but it is not nearly as charming as the books upon which it was based.
The first Little Bear book is properly titled "Little Bear". In it we are first introduced to delightful bear who wants to play outside, but fears it will be too cold, so he puts on a hat...and is still cold. And so it goes until the little bears is bundled up, still cold, and realizes (with the help of his mother) that he needs a fur coat, which, fortunately, he has.
The illustrations are by the incomparable Maurice Sendak, so they probably need no selling. Although, I will say, for those who may find the drawings of his children in other books impish or slightly sinister, there is nothing sinister about the darling little bear. He is perfectly rendered.