When Gopher receives a large shovel, he goes overboard "improving" everyone's home.

When the gang throw a birthday party for Pooh, they become convinced he is old and wise when they see how many candles there are on his cake. When they all ask Pooh for advice, things go awry.

Tigger befriends a cloud that keeps crying. Pooh and his friends try to let Tigger do his bouncing lessons so the cloud responds to Tigger so it can be friendly.

Gopher's Grandpappy comes for a visit, prompting Gopher to try to accomplish his Grandpappy's life-long dream of building an above-ground underground city.