A toy wind-up train engine and three cars fall off a truck. The Raggedys take their friends on a trip on the train, but inadvertently ride into the hole that leads to Hookie the Goblin. Raggedy Ann is captured by Hookie, but is rescued by the rest of the dolls. On the way back they take a side trip to Cookieland and deflate the Hungry Howloon.; The Snoopwiggy is painting his sign ("S") on everything. When the Raggedys confront him, he gets revenge by painting spots on them so they think they have chickenpox.; Blackstone Crow steals a diamond-glass pendant and takes Babette, the doll who is wearing it, along as well. The Raggedys go to rescue her in a patched hot-air balloon.; Andy digs a hole and uncovers a door to Cookieland.