It's Valentine's Day and Roo confesses to Winnie-the-pooh that he wants to give his mother a valentine. But doesn't know how! Soon Roo finds himself surrounded by friends offering their help.
In November Winnie the Pooh realizes that all his favorite things are always there when he needs them, and he is so thankful that he invites his friends to a delicious feast.
On Halloween night Winnie the Pooh and all his friends get ready to put on their scariest costumes. All, except for Piglet, who plans to spend Halloween tucked safely away under his bed, as far away as possible from anything the slightest bit scary!