Oh, Rapunzel is a fairy tale wrapped around a documentary. Set on the grounds of a decaying estate in Philadelphia, the video documents the life of eighty-year-old Annie Lloyd Hord Condit, a descendent of what was once one of the great families of Pennsylvania and mother of the artist. Her story is told through both documentary footage and scenes from the fairy tale Rapunzel. Condit revises the classic tale and restages the old woman's life.