When Pooh and Christopher Robin are playing pirates, Christopher Robin makes up a treasure map, and puts it in a bottle. He gives it to Pooh, but it gets stolen by the pack rats, so Pooh and the gang try to get it back to Christopher Robin.

Owl wants to see his family, so Pooh and Piglet organise a family reunion for him. But does Rabbit think they're true?

When Pooh loses his appetite, the others think he's not Winnie the Pooh, and then everybody thinks neither one of them are themselves. So, Detective Pooh and Tigger go look for Pooh's appetite.

Piglet has a bad dream about losing his friends in the storm and becomes afraid to go to sleep. All of his friends except him blow away. Will Piglet ever have a good dream?

A game gets out of hand when Pooh accidentally touches Gopher's Big Boulder exhibition.

Tigger befriends a termite which had been eating all the wooden things in the Hundred Acre Wood. And Rabbit tells Tigger to get rid of the termite.

Rabbit has no more work to do around his house and garden, so he leaves Pooh and the others to watch over. But while Rabbit is gone, Pooh and the others create utter chaos in his house and garden.

Eeyore agrees to help Rabbit plant a seed near Eeyore's house. But Eeyore thinks that his seed will not grow, so Pooh and Tigger disguise Piglet as a flower and leave him near Eeyore's house overnight. When Rabbit thinks Eeyore is a better gardener than him because of the disguised Piglet, Rabbit gives up his property to Eeyore and lives in Eeyore's house. However, Eeyore is an inexperienced gardener and soon messes up Rabbit's garden.

When Pooh knocks an eggshell out of tree, the gang becomes convinced that the sky is falling.

Pooh and his friends look for the April Fool, not aware that it is Christopher Robin playing jokes on them.

Christopher Robin and the gang are playing 'war' in their bedroom. His mother tells him to tidy up, so Pooh and his friends explain why they are playing 'war'.

On a stormy night, Piglet enters a world where he is a brave Knight.

Tigger's disastrous inventions bother his friends.

Pooh is babysitting Owl's nephew, Dexter, and Roo. They and the rest of the gang are invited to Christopher Robin's house so they could see his science project, which is an insect. But the gang accidentally lets the bug loose and soon agree that they will find a replacement bug for Christopher Robin.

Rabbit becomes annoyed when Gopher starts digging his 'Ultimate Tunnel' around his house, so he re-writes the equation when Pooh accidentally messed it up, but that makes things worse.

When Tigger tells Piglet that Jagulars are roaming the wood, Piglet tells Pooh to help him protect his house, and Tigger thinks that Pooh has been snatched by a Jagular, and vice versa.

When an adult Kessie returns to the Hundred-Acre Wood, Rabbit still treats her like a fledgling. When Kessie tries to prove that she is an adult, she runs away, but gets kidnapped by Stan and Heff, who demand honey for her release.