Plot: It's the early twentieth century. Preteen Pollyanna Whittier (Hayley Mills) has led a simple life as part of a church family, her parents former missionaries, with her father now a minister. Following the deaths of her parents, Pollyanna is sent to live with her wealthy maternal spinster aunt, Polly Harrington (Jane Wyman), in the town of Harrington, founded by the Harrington family. Pollyanna had never met her aunt before arriving in Harrington. Polly feels an obligation to the family name, and as such controls almost every aspect of what happens in town, which she is able to do as a Harrington company has dealings with almost every other company and person in town, she not afraid to wield that clout if anyone goes against her, especially Mayor Karl Warren (Donald Crisp). In that control, she will not allow her personal assistant/one of her maids, Nancy Furman (Nancy Olson), to be seen in public with her beau, George Dodds (James Drury), as Polly believes such behavior is disrespectful to her as Nancy's employer. Polly even controls the church as Reverend Paul Ford (Karl Malden) vets his sermons through her, they always, on Polly's directive, of a fire and brimstone nature. She also took in Pollyanna solely out of obligation rather than out of kindness or love. The town orphanage, the building for which Polly's father donated to the town, is in major disrepair. Polly would rather pay money out of her own pocket to make whatever band-aid repairs to the building than to embark on a community project to raise funds for a new orphanage solely as the building has the Harrington name. As opposed to Polly's stern outlook, Pollyanna, based on the teachings of her father, tries to find the good in everything and everyone. These someones include perhaps the two most disliked people in town, recluse Mr. Pendergast (Adolphe Menjou), the town's children believing he having other children who have trespassed on his property imprisoned in his basement, and disagreeable Mrs. Snow (Agnes Moorehead), who thinks more about dying than living. But the toughest nut for Pollyanna to crack may be her Aunt Polly, with her singular focus on control over the town to her standards and morals. Pollyanna may get some help in the matter of her aunt by Mayor Warren's nephew, Dr. Edmond Chilton (Richard Egan), a former resident who now lives in Baltimore, who is back in town for the first time in five years on a vacation, and who was once Polly's beau.
Alternative Plot: Young orphan Pollyanna (Hayley Mills) believes life's most difficult problems can always be surmounted by a positive attitude and pragmatism. But when she moves in with her dour aunt (Jane Wyman), she is introduced to a range of disheartened folks who challenge her upbeat outlook. Not to be discouraged, she sets to work spreading hope and good cheer. However, when an inspired doctor (Richard Egan) leads the community in a campaign in opposition to her aunt, Pollyanna's goodwill is strained.
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