|Directed by||:||Marc Forster||Produced by||:||Brigham Taylor Kristin Burr||Screenplay by||:||Alex Ross Perry Tom McCarthy Allison Schroeder||Based on||:||A. A. Milne E. H. Shepard||Cinematography||:||Matthias Koenigswieser||Country||:||United States|
Christopher Robin is leaving for boarding school, so his friends from the Hundred Acre Wood – Winnie the Pooh, Tigger, Piglet, Eeyore, Kanga, Roo, Owl, and Rabbit – throw a goodbye party. Christopher comforts Pooh and tells him that he will never forget him.
Christopher goes to boarding school, after which he grows up, meets and marries architect Evelyn, with whom he has daughter Madeline. He serves in the British Army during World War II. After the war, he works as an efficiency expert at Winslow Luggages. He neglects his family due to his demanding job and plans on sending Madeline to boarding school. With the company hitting hard times, Giles Winslow Jr. tells Christopher to decrease expenditures by 20%, largely by choosing which employees to lay off, and to present his plan on Monday. This causes Christopher to miss joining his family at their countryside cottage in Sussex for a summer-ending weekend.