The film opens with Jim Cummings voicing Winnie the Pooh (Video Version) as he strolls toward a wooden bridge over a calm river, savoring a quiet moment of doing nothing in particular. On the way, he spots a fir cone, stoops to pick it up, but trips and drops the cone into the water. The current carries it under the bridge, and Pooh quickly turns the incident into a game, inventing a race-like pastime using sticks instead of cones, a playful activity he dubs Poohsticks.
Later, Pooh joins John Fiedler as Piglet, Ken Sansom as Rabbit, and Aaron Spann as Roo in a session of Poohsticks when they notice Eeyore floating by in the river. After they rescue him, Eeyore explains that his fall happened because he was bounced from behind. The group suspects Tigger, who denies it until the narrator reveals that Tigger had previously bounced Eeyore, too. With Tigger's departure in disgust, Pooh and his friends sense that Eeyore is feeling gloomier than usual.
Moved by his friend's mood, Pooh decides to mark the occasion with a small gift—a hollow, empty honey pot—so Eeyore can pretend to keep a treasured prize inside. He asks Owl to write a message on the pot, and Owl then heads off to tell Christopher Robin about the birthday. Meanwhile, Piglet, informed by Pooh, plans to give Eeyore a balloon but is briefly distracted by Owl, causing the balloon to pop. Despite the mishap, Piglet still presents the balloon to Eeyore, while Pooh arrives with the empty pot, and Eeyore finds joy in being able to fit the broken balloon into the pot and remove it again, turning a minor disappointment into a kind gesture.
A party for Eeyore follows, during which Tigger somehow ends up taking part against his will, and a lively debate ensues about whether he should stay given his earlier behavior toward Eeyore. Christopher Robin suggests they all simply enjoy Poohsticks together at the wooden bridge, and the group eventually gathers to play. Eeyore wins the most Poohsticks games, even though he is a first-time player, and Tigger leaves without any victories, which leaves him dismayed. As the day winds down, Eeyore accompanies the despondent Tigger, trying to cheer him up. In a quiet moment, Christopher Robin, Pooh, and Piglet remain at the bridge, and they affirm that Tigger's all right, really and everyone's all right, really.
> "Tigger's all right, really"
> "everyone's all right, really"