All the honey in the Hundred-Acre Wood has disappeared and it appears to be the work of a Heffalump and a Woozle named Heff and Stan. When the gang successfully recovers the honey, Stan decides to get backup in the form of a giant Woozle named Wooster--but Pooh's offer of friendship provides a surprising resolution to the conflict.

Pooh and Piglet help a young heffalump who is having difficulty learning trapping from his father.

Sick of his friends ruining his garden while they are playing pirate, Rabbit gives them a fake treasure map "drawn from his great-great-great uncle and the greastest rabbit pirate ever, Long John Cottontail" that leads them to a chest full of rocks. When he becomes worried that his friends will hate him for deceiving them, he tries to get the chest back before they open it.

When Pooh tries to fly, the gang think that he is 'breaking the law' (of Gravity), so Pooh stays in his house all locked up

Eeyore becomes sick of his tail, so he abandons it. But Eeyore decides he wants it back, and Detective Tigger helps him. But the others find it and claim it as an object of their own.

Piglet and his friends run a race for a running trophy.

Piglet is stuck in the treehouse until he jumps off. Gopher tries to make Pooh faster so he won't be late as often.

Piglet, Tigger and Rabbit go on a hunt to capture crows and leaves Pooh to watch Rabbit's garden. Unbeknownst to them the whole thing is a setup just to leave the garden under the protection of the "nitwit" Pooh.

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.