Andy and the Lion was a Caldecott Honor book in 1939, and was published the previous year. And seventy eight years later, its still a great bedtime read and also a real window into 1930's America. What is crazy about these illustrations of Andy's parents is that they were not drawn to be "old-fashioned", they are wearing the clothes of the illustrator and his peers.
Look at the Mums shoes! And the dads moustache!
Its one of those books that after I read it to my five year old, his older brothers went through it slowly, really inspecting the illustrations. Which is no less than they deserve. A great story, for ages four to seven.