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Rebecca Estelle, an old woman whose dislike of pumpkins stems from her childhood when her family had nothing else to eat, finds herself with a bumper crop of the hated orange squash.

When Rex accompanies Pinky and his relatives on their traditional trip to pick and carve pumpkins, she feels left out because of the jealous behavior of Pinky's cousin Abby.

While Peter carefully tends a special pumpkin on his grandparents' farm, quiet Meg watches from her new home next door.

Kaya, Anna, and Reed hope their pumpkin, Herbert, will take home first prize at the Windy City Pumpkin Fest, but when Herbert suddenly disappears, the friends must catch the thief in time for the festival.