When Christopher Robin accidentally destroys a family heirloom, he decides to leave home and set up somewhere else.
One day Christopher Robin asks his mom if he can go outside with his friends for some bug hunting. However his mom notices that his room is still a mess and tells him he can play after he cleans up his room. She also tells him to be careful around a bust of his great uncle his Aunt Edna made before leaving to go shopping.
As Christopher Robin laments about having to clean his room, Pooh, Piglet, Tigger and Rabbit arrive wondering why he hasn't met with them yet. Christopher tells them that he has to clean up his room before he can go outside and play. The four agree to help as the faster they clean up, the sooner they'll be able to go outside while Christopher Robin tells them to be extremely careful around the bust. With that in mind, Tigger heads towards a fort made of Lincoln Logs intending to clean it up but after a fantasy sequence, he ends up making a bigger mess. While Christopher Robin mentions that cleaning up isn't that much fun, the four decide to take advantage of it; Rabbit uses a squishball to knock the toys into the chest, Pooh uses a train to help pick up toys and Tigger juggles various objects to be thrown into place.
However while attempting to carry so many toys at once, Piglet loses his balance and hits Rabbit who trips onto a skateboard causing him and Tigger to crash into Christopher Robin who hits the bust. He attempts to grab it but it falls and breaks before he could catch it. Horrified, Christopher Robin wonders what he's going to do if his mom finds out. Rabbit decides to glue it back with honey (since no one has any glue) but that fails. As a last resort, the gang goes to the Hundred Acre Woods and bury the pieces.
Knowing that his mom will return and notice the bust is missing, Christopher Robin figures he can't return home. The others insist he should stay in the woods but he says he can't although he's unable to explain why. Seeing an opportunity, the group figures they should let Christopher Robin stay at one of their houses. They first go to the Tigger's house where Tigger empties his so much that he demolished his own house. Piglet's house is too small, while Pooh's is too messy. Rabbit thinks his house will be best for him but then he adds so many restrictions that makes his house practically unlivable. Just then Eeyore arrives and offers Christopher Robin his house but it soon falls apart when a butterfly lands on it.
With no other options Christopher Robin decides he has to figure out what to do while Rabbit is determined to solve the problem. Although Eeyore suggests Christopher needs to return to his actual home, Rabbit gets an idea to create a new home for their friend with Tigger, Pooh and Piglet agreeing to help. The four head to an open field where Rabbit does the planning, Tigger and Pooh do the building and Piglet makes the design for the house. Meanwhile Eeyore catches up with Christopher Robin who has decided to run away from home. As Eeyore tries to persuade him to return home, Christopher hears his mom calling him causing him to make a quick getaway.
Meanwhile Rabbit and the gang had finished the house and Rabbit sends Pooh to tell Christopher about the new house. When he gets near his home Christopher Robin runs past him before seeing him. When Pooh tries to tell him about the house, Christopher is in much of a hurry to run and asks Pooh to tag along with him. Even though he doesn't know where they're going, he agrees to come. Meanwhile Rabbit, Tigger and Piglet are impatiently waiting for Pooh when they hear thunder and lightning indicating a storm's coming. Frightened, the three decide to look for Pooh and Christopher Robin themselves. At the same time Eeyore sees Pooh and Christopher running away and decides to follow them as well. At Pooh's house, Rabbit finds a note from Pooh saying that he and Christopher Robin are running away from home just as rain begins to fall. Shocked at the news, the three start to search all around the Hundred Acre Wood to find them.
Meanwhile Pooh and Christopher Robin are still walking just as the storm catches up with them when Pooh begins to wonder how far will they go and will his mom begin to worry about him. Christopher Robin admits he doesn't know and he can't go back after what he did. After a break to eat honey, the two take shelter in a bus stop where it's revealed Eeyore followed them with an umbrella in his mouth hoping to stop them before they go too far. Grabbing the umbrella Christopher Robin laments he ended up in a huge mess all because of one broken bust. Eeyore admits that the broken statue was an accident but says that running away from problems only makes them worse. Hearing those words and seeing how wet Pooh is, Christopher Robin decides to head back to take Pooh back home to dry up which Pooh is grateful for.
Just then the storm has cleared up while Rabbit, Piglet and Tigger had no luck in finding their friends. However the two managed to find them and happily reunite. Right then Rabbit shows Christopher Robin his new house. Even though he says it's nice he admits he can't live in it. He tells his friends he needs to go back to his real home and has to fess up to his mom for what he did. He does thank them for all the hard work they did before leaving to dig up the bust pieces and show them to his mom. As Eeyore is without a home, the four give the house to him instead. Just then the same butterfly that demolished Eeyore's house, lands on the new house quickly demolishing it. Eeyore pokes his head out of the rubble where the butterfly lands on him smiling that there's no place like home.
- Winnie the Pooh (voiced by Jim Cummings)
- Piglet (voiced by John Fiedler)
- Tigger (voiced by Jim Cummings)
- Rabbit (voiced by Ken Sansom)
- Eeyore (voiced by Peter Cullen)
- Christopher Robin (voiced by Tim Hoskins)
- Christopher Robin's Mom (voiced by Patricia Parris)
- Aunt Edna (indirectly mentioned)
- Learning: Growing Up (VHS)