Based on

Movies like Winnie the Pooh: Spookable Pooh (1996)

In a "Knight to Remember", during a rainy day in Christopher Robin’s attic, Pooh, Piglet, Tigger, Rabbit and Eeyore play a game of chess which ends up becoming a little too real. Next, in "Rock-a-Bye Pooh Bear", a stormy nightmare proves to be no picnic for Piglet. Now he's afraid to go to sleep and it's up to Pooh, Rabbit and Tigger to show their friend that dreary dreams do not come true.