High Quality Content by WIKIPEDIA articles! Raggedy Ann and Andy in The Pumpkin Who Couldn`t Smile, a.k.a. simply The Pumpkin Who Couldn`t Smile, is a 1979 animated television special featuring Raggedy Ann and Raggedy Andy. It later aired on the Disney Channel every year around the time of Halloween along with Casper`s Halloween Special, The Canterville Ghost, Mr. Boogedy, Bride of Boogedy, Witch`s Night Out, The Halloween That Almost Wasn`t, For Better or For Worse: The Good-for-Nothing, Halloween Is Grinch Night, The Worst Witch, and Disney`s Halloween Treat/A Disney Halloween.