The Scarlet Letter cover

The Scarlet Letter

Nathaniel Hawthorne (1850)

A man who confessed nothing rotted alive. A woman who confessed everything was reborn. Hawthorne wrote this about his own ancestors — and never forgave himself.

EraRomantic / Dark Romanticism
Pages272
Difficulty★★★★ Advanced
AP Appearances14

Essay Questions & Food for Thought

30questions designed to challenge assumptions and provoke original thinking. These can't be answered from a summary — you need the actual text.

#1StructuralHigh School

Hawthorne says the scarlet letter 'had not done its office.' What was its intended office? What did it actually accomplish? Is that a failure of the punishment or a triumph of the punished?

#2Historical LensCollege

Why does Hawthorne set the story in the seventeenth century while writing in 1850? What does the historical distance allow him to say that he couldn't say about contemporary American society?

#3Author's ChoiceAP

Is Pearl a realistic child or an allegorical device? Does she have to be one or the other? Find two moments where she functions as a symbol and two where she behaves like a person.

#4Historical LensCollege

Hawthorne adds a 'w' to his surname, partly to distance himself from his witch trial ancestors. Then he writes a novel about the injustice of Puritan condemnation. Is the novel an act of penance, a prosecution, or both?

#5Author's ChoiceAP

Dimmesdale's concealed guilt produces his greatest sermons. His suffering makes him a better minister. Does the novel suggest that hypocrisy can be productive? Is this Hawthorne's most uncomfortable argument?

#6StructuralAP

The forest is described as a space where truth can be spoken — and also as the domain of the Black Man. How can the same space mean both freedom and evil? What is Hawthorne saying about the relationship between natural truth and moral law?

#7Absence AnalysisCollege

Hester's Chapter 13 interior monologue reveals she has reached proto-feminist conclusions about 'the whole race of womanhood.' Why can't she speak these thoughts? What would happen if she did?

#8ComparativeAP

Compare Chillingworth's revenge to the community's official punishment of Hester. Which is worse? Is private, prolonged psychological torment more or less ethical than public, legal condemnation?

#9StructuralHigh School

Pearl refuses to recognize Hester without the letter and refuses to accept Dimmesdale's kiss in the forest. What is she enforcing? Is she a moral figure or a mechanical one?

#10Author's ChoiceAP

Hester returns to Boston voluntarily. She could have stayed in Europe. Why does she come back? Is this choice a sign of strength or limitation?

#11Author's ChoiceCollege

Hawthorne refuses to tell us definitively whether Dimmesdale is saved or damned. Why this refusal? What would be lost if the novel clearly resolved the theological question?

#12StructuralHigh School

The novel opens with a rosebush beside the prison door. The novel closes with a gravestone. What has happened to the image of natural beauty between the beginning and the end? Is any of it still there?

#13ComparativeAP

Chillingworth is described as transforming into a devil through chosen acts of revenge. Is he the novel's villain, or does the Puritan community hold that title? Who does more damage?

#14Author's ChoiceCollege

Why does Hawthorne frame the novel as a found manuscript from the Custom House? What does the frame accomplish that direct authorship would not?

#15Absence AnalysisCollege

The women of the crowd in Chapter 2 are harsher than the male magistrates. Why does Hawthorne make the community's cruelest voices female? What is he saying about how patriarchal systems use women to police other women?

#16Modern ParallelAP

Dimmesdale's Election Day sermon is his greatest — delivered while he is planning to confess and flee. Does the quality of the sermon change if you know it was produced by the decision to be honest? Can the best work come from the edge of exposure?

#17Modern ParallelHigh School

Public shaming in the digital age — pile-ons, permanent Google results, the inability to outlive your worst moment. Is the Puritan scaffold a useful metaphor? What does Hawthorne's novel say about the permanence of public condemnation?

#18StructuralHigh School

Is this a love story? Hester and Dimmesdale share only a few scenes. What kind of love is it, and does it survive seven years of separation and concealment?

#19Historical LensCollege

Mistress Hibbins is the novel's witch figure — a historical person, sister of the governor, who was executed for witchcraft in 1656. Why does Hawthorne include her? What does she perceive that the official community cannot?

#20StructuralAP

The letter changes meaning over the course of the novel: Adultery, Able, Angel — and finally, something the community regards with awe rather than scorn. Does Hester change the letter's meaning, or does the community? Who has more power over a symbol?

#21Modern ParallelHigh School

Compare Hester Prynne to any contemporary figure who has been publicly shamed for something and survived it. What conditions made survival possible? Does Hawthorne's novel predict those conditions?

#22Absence AnalysisCollege

Hawthorne writes that Hester's thinking has ranged into 'moral labyrinths' during her years of isolation — but that she 'assumed a freedom of speculation' that 'would have held him in a darker shade than that which was thrown over him by the scarlet letter.' What thoughts is she having that the novel won't quote directly?

#23ComparativeHigh School

Dimmesdale and Hester both bear marks of their guilt — his is hidden, hers is public. Whose suffering is greater? Does the novel take a position?

#24StructuralAP

The gravestone reads 'On a field, sable, the letter A, gules.' Why does Hawthorne end with heraldry — the formal language of institutional legitimacy? What is the stone granting that the living community would not?

#25ComparativeHigh School

Pearl is the only character who escapes the Puritan world entirely. Is her escape a happy ending? What has she lost, and what has she gained, by leaving Boston behind?

#26Historical LensCollege

The Custom-House essay describes Hawthorne's ancestors with self-aware horror. But he also admits he wonders if they would be ashamed of him. Is the novel in dialogue with his ancestors? Who wins?

#27Author's ChoiceAP

Nature in the novel responds to moral states: the forest brightens when Hester removes the letter, the sunlight avoids her when she wears it. Is this Dark Romanticism, or is it Hawthorne's theology — the belief that the natural world registers moral truth?

#28Author's ChoiceCollege

The Scarlet Letter was initially categorized as a 'romance,' not a novel. Hawthorne argued these were different genres. What does the romance form — allegorical, symbolic, psychologically interior — allow that realist fiction would not?

#29StructuralAP

Chillingworth calls himself a fiend and asks 'Who made me so?' Is the question rhetorical, or does he genuinely not know? What does the novel say about who is responsible for what people become?

#30Modern ParallelHigh School

Hester 'had not known the weight, till she felt the freedom — and not the freedom, till she felt the weight again.' Apply this sentence to any contemporary experience of constraint and liberation. Why does freedom sometimes only become visible through its removal?