Pooh's Grand Adventure: The Search for Christopher Robin

On the last day of summer in the Hundred Acre Wood, Christopher Robin spends time with his best friend Winnie the Pooh while unsuccessfully attempting to tell him some bad news. At the end of the day, Christopher Robin leaves Pooh with the advice, "You're braver than you believe, and stronger than you seem, and smarter than you think" and reassures the bear that even if there is a time when they are apart, they will always be together.

Autumn arrives the next day, when Pooh finds a honey pot with a note attached to it. Not knowing who the pot belongs to, Pooh decides to ask Christopher Robin about its owner, but he fails to find him. With his other friends, Piglet, Tigger, Rabbit, and Eeyore, Pooh visits the wise yet inept Owl, who reads the honey pot's note and erroneously concludes that Christopher Robin has gone to a distant cave called "Skull", where a creature called the "Skullasaurus" supposedly resides. Supplied with a map by Owl, Pooh, Piglet, Tigger, Rabbit, and Eeyore embark on a quest to save Christopher from Skull.

Throughout the group's journey, they repeatedly hear noises in the distance which they believe to be the roars of the Skullasaurus following them. Meanwhile, Piglet, Tigger, and Rabbit each face a particular problem that causes the three of them to lose their self-confidence: Piglet is abducted by a swarm of playful butterflies in a tranquil field; Tigger falls into a deep gorge and is unable to bounce out to safety, inadvertently causing the others to fall in with him; and Rabbit continuously makes bad leadership decisions following Owl's inaccurate map. Pooh tries to comfort them each with the advice Christopher Robin had given him but fails due to his inability to remember exactly what he said. Feeling defeated, the five take refuge in a cave for the night.

The group wake up the next morning to discover that they have actually spent the night in the Skull Cave. Exploring the cave, the friends split up to search the entire cave for Christopher Robin. Piglet, Tigger, Rabbit, and Eeyore eventually reunite, but Pooh ends up trapped in a narrow crevasse and his chants cause the others to believe that he has been devoured by the Skullasaurus. Continuing their mission without Pooh, the group find the "Eye of the Skull", where Christopher Robin is supposedly trapped. Overcoming their anxieties, Rabbit, Tigger, and Piglet come up with a plan to help everyone reach the Eye, which succeeds.

Meanwhile, Pooh, witnessing his friends' cohesion, excitedly frees himself from the tight gap, only to slip down a long descent and fall into a steep pit that he is unable to escape. While there, Pooh remembers Christopher Robin's words and realizes that Christopher is still with him in his heart, even when they are not together.

Upon entering the Eye of the Skull, Tigger, Piglet, Rabbit, and Eeyore reunite with Christopher Robin, who had also been searching for them and reveals that the place he really went to was school, which is what he had tried to tell Pooh earlier, and that the "roars" they heard are just Pooh's stomach rumbling. The friends soon discover Pooh's survival and rescue him from the pit using a giant honey pot before they all return home. That evening, Christopher Robin informs Pooh that he will be going to school again tomorrow but the two promise to remain friends forever.