Pooh's Grand Adventure: The Search for Christopher Robin (also known as Winnie the Pooh's Most Grand Adventure in some countries) is a 1997 American direct-to-video animated adventure musical comedy film co-written, co-produced, and directed by Karl Geurs. The film follows Pooh and his friends on a journey to find and rescue their friend Christopher Robin from the "skull". Along the way, the group confront their own insecurities throughout the search, facing and conquering them in a series of events where they are forced to act beyond their own known limits, thus discovering their true potential. Unlike the film's predecessors, this film is an entirely original story, not based on any of A. A. Milne's classic stories (although some elements derive from "In Which Rabbit Has a Busy Day and We Learn What Christopher Robin Does in the Mornings" and "In Which Christopher Robin and Pooh Come to an Enchanted Place and We Leave Them There" from The House at Pooh Corner).

Plot

On the last day of summer, Christopher Robin is unable to tell his friend Winnie-the-Pooh some sad news, and leaves him with the advice, "You're braver than you believe, and stronger than you seem, and smarter than you think," but Pooh does not clearly understand. The next morning, Pooh discovers a honey pot with an attached note—however, he cannot read it himself after getting honey all over it. He goes around to his friends Piglet, Tigger, Rabbit and Eeyore, but none of them are able to read the note, so they ask Owl for help. From misinterpreting the note and his own romantic imagination of adventure, Owl deduces that Christopher Robin has gone to a far away, mysterious and dangerous place called "Skull", a cave where the monstrous "Skullasaurus" resides. Owl equips the group with a map and sends them into the "Great Unknown" of the Hundred Acre Wood.