20 Historic Letters That Shaped American Literature

Image Credit: Wikimedia Commons

20 Historic Letters That Shaped American Literature

Christian Wiedeck, M.Sc.
Latest posts by Christian Wiedeck, M.Sc. (see all)

Benjamin Franklin’s Advice to a Young Tradesman (1748)

Benjamin Franklin’s Advice to a Young Tradesman (1748) (image credits: wikimedia)
Benjamin Franklin’s Advice to a Young Tradesman (1748) (image credits: wikimedia)

Benjamin Franklin’s letter to a young tradesman is one of America’s earliest and most practical guides to success. Written in 1748, Franklin shared his hard-won wisdom about thrift, hard work, and self-reliance. He urged the recipient to “remember that time is money,” a phrase still quoted today. The letter was widely circulated in Franklin’s lifetime, influencing generations of Americans who aspired to prosperity. Franklin’s style was plain and direct, making his advice accessible to everyone, regardless of education. Scholars note that this letter helped set the tone for the American ideal of self-made success. Recent research highlights how Franklin’s words laid the groundwork for later literary explorations of the American Dream.

Thomas Jefferson’s Letter to John Adams (1813)

Thomas Jefferson’s Letter to John Adams (1813) (image credits: wikimedia)
Thomas Jefferson’s Letter to John Adams (1813) (image credits: wikimedia)

The correspondence between Thomas Jefferson and John Adams is legendary, but their 1813 letter stands out for its reflections on American identity. After years of political rivalry, Jefferson reached out with warmth and philosophical depth, discussing everything from government to literature. In this letter, Jefferson argued that “the pen is mightier than the sword,” foreshadowing the power literature would have in shaping American society. Historians often point to this exchange as proof of the foundational role that letters played in building the nation’s intellectual life. The letter is frequently cited in studies about the early republic’s literary culture and is preserved at the Library of Congress for public viewing.

Emily Dickinson’s Letters to Thomas Wentworth Higginson (1862–1886)

Emily Dickinson’s Letters to Thomas Wentworth Higginson (1862–1886) (image credits: wikimedia)
Emily Dickinson’s Letters to Thomas Wentworth Higginson (1862–1886) (image credits: wikimedia)

Emily Dickinson’s letters to the literary critic Thomas Wentworth Higginson reveal the private thoughts of one of America’s greatest poets. Stretching over two decades, these letters show Dickinson’s wit, vulnerability, and fierce independence. She sent Higginson many of her poems and sought his advice, yet she often resisted his editorial suggestions. Literary scholars have called these letters the “Rosetta Stone” of Dickinson studies, since they provide rare insight into her creative process. The letters were published in the 1950s and changed the way the public viewed Dickinson, transforming her from a reclusive oddity to a literary genius. In 2022, new digitizations of these letters were released, making them widely accessible.

Frederick Douglass’ Letter to His Former Master (1848)

Frederick Douglass’ Letter to His Former Master (1848) (image credits: wikimedia)
Frederick Douglass’ Letter to His Former Master (1848) (image credits: wikimedia)

Frederick Douglass wrote an extraordinary letter to his former enslaver, Thomas Auld, in 1848. The letter was both a personal reckoning and a public declaration of freedom. Douglass described his experiences as a slave and condemned the institution of slavery with scathing clarity. Historians now view this letter as a turning point in abolitionist literature, as it was reprinted in newspapers and pamphlets across the country. Douglass’s words, “I am myself; you are yourself; we are two distinct persons,” became a rallying cry for freedom. Recent studies show that this letter continues to be taught in schools as a foundational text of American literature and civil rights.

Abraham Lincoln’s Letter to Mrs. Bixby (1864)

Abraham Lincoln’s Letter to Mrs. Bixby (1864) (image credits: wikimedia)
Abraham Lincoln’s Letter to Mrs. Bixby (1864) (image credits: wikimedia)

Abraham Lincoln’s letter to Mrs. Lydia Bixby, whose five sons reportedly died fighting for the Union, is one of the most famous letters in American history. Written in 1864, the letter is famous for its eloquence and compassion. Lincoln wrote, “I pray that our Heavenly Father may assuage the anguish of your bereavement,” offering comfort and national recognition of sacrifice. Scholars argue that the letter helped solidify Lincoln’s reputation as both a statesman and a literary craftsman. The letter is often cited in discussions of presidential rhetoric and has been displayed at the Massachusetts Historical Society.

Mark Twain’s Letter to Walt Whitman (1889)

Mark Twain’s Letter to Walt Whitman (1889) (image credits: wikimedia)
Mark Twain’s Letter to Walt Whitman (1889) (image credits: wikimedia)

In 1889, Mark Twain wrote a letter to Walt Whitman celebrating the poet’s 70th birthday. Twain’s admiration for Whitman’s groundbreaking poetry is clear, and he called Leaves of Grass “the most extraordinary piece of wit and wisdom that America has yet contributed.” This letter is frequently referenced in literary histories as a moment when two American giants acknowledged each other’s influence. Twain’s playful tone and sharp observations showcase his signature style. The letter is housed at the New York Public Library, and in 2023, it was included in a major exhibit on American literary connections.

Willa Cather’s Letter to Dorothy Canfield Fisher (1916)

Willa Cather’s Letter to Dorothy Canfield Fisher (1916) (image credits: wikimedia)
Willa Cather’s Letter to Dorothy Canfield Fisher (1916) (image credits: wikimedia)

Willa Cather’s correspondence with fellow writer Dorothy Canfield Fisher offers a glimpse into the world of early 20th-century women writers. In a 1916 letter, Cather discussed the challenges of balancing artistic ambition with social expectations. She confided, “It is hard to write when the world expects you to be silent.” Scholars have used this letter to highlight the barriers women faced in literature and the personal courage required to overcome them. The letter remains a touchstone in feminist literary studies and is frequently cited in recent research on gender and authorship.

F. Scott Fitzgerald’s Letter to His Daughter Scottie (1933)

F. Scott Fitzgerald’s Letter to His Daughter Scottie (1933) (image credits: wikimedia)
F. Scott Fitzgerald’s Letter to His Daughter Scottie (1933) (image credits: wikimedia)

F. Scott Fitzgerald’s letter to his daughter Scottie in 1933 is both heartfelt and instructive. Fitzgerald offered Scottie advice about life, love, and growing up, writing, “Don’t worry about popularity, don’t worry about the rich, don’t worry about the smart.” The letter is celebrated for its candor and emotional depth, reflecting Fitzgerald’s own struggles with fame and failure. Scholars have called it one of the most moving examples of a father’s literary legacy. The letter has been widely published and remains a favorite among readers for its timeless wisdom.

Langston Hughes’ Letter to Carl Van Vechten (1926)

Langston Hughes’ Letter to Carl Van Vechten (1926) (image credits: wikimedia)
Langston Hughes’ Letter to Carl Van Vechten (1926) (image credits: wikimedia)

Langston Hughes’ 1926 letter to his friend and patron Carl Van Vechten captures the spirit of the Harlem Renaissance. In the letter, Hughes discussed his hopes for Black literature and his frustrations with racism in publishing. He declared, “We build our temples for tomorrow, strong as we know how.” Literary historians often cite this letter as evidence of Hughes’s leadership in promoting African American voices. Recent scholarship has explored how this correspondence helped shape the direction of American poetry in the 20th century.

John Steinbeck’s Letter to Marilyn Monroe (1955)

John Steinbeck’s Letter to Marilyn Monroe (1955) (image credits: wikimedia)
John Steinbeck’s Letter to Marilyn Monroe (1955) (image credits: wikimedia)

John Steinbeck’s 1955 letter to Marilyn Monroe is a surprising blend of admiration and humor. Steinbeck’s young nephew was a big fan of Monroe, and he asked the actress for an autograph on his behalf. The letter, playful and respectful, reveals Steinbeck’s understanding of celebrity culture and his own place within it. Scholars recently uncovered this letter in the Steinbeck archives, and it has become a viral sensation, shedding light on the intersections between literature and Hollywood. The letter’s publication has sparked renewed interest in Steinbeck’s personal life.

James Baldwin’s Letter to His Nephew (1962)

James Baldwin’s Letter to His Nephew (1962) (image credits: wikimedia)
James Baldwin’s Letter to His Nephew (1962) (image credits: wikimedia)

James Baldwin’s letter to his nephew, published in The Fire Next Time, is a powerful meditation on race and hope in America. Baldwin wrote, “You know and I know, that the country is celebrating one hundred years of freedom one hundred years too soon.” The letter has become a staple in classrooms and is cited in current discussions about racial justice. Literary critics emphasize the letter’s blend of personal affection and political urgency, marking it as one of the most influential pieces of epistolary literature in the 20th century.

Harper Lee’s Letter to a Fan (1960)

Harper Lee’s Letter to a Fan (1960) (image credits: wikimedia)
Harper Lee’s Letter to a Fan (1960) (image credits: wikimedia)

Shortly after the publication of To Kill a Mockingbird, Harper Lee responded to a young reader with a letter full of encouragement and humility. Lee wrote, “The book belongs to you now. I only hope you find something in it that means something to you.” The letter is treasured by collectors and scholars alike for its insight into Lee’s relationship with her readers. It has been displayed at literary festivals and cited by educators as an example of author-reader connection. The letter’s tone continues to inspire those who seek to write with honesty and empathy.

Sylvia Plath’s Letter to Her Mother (1963)

Sylvia Plath’s Letter to Her Mother (1963) (image credits: wikimedia)
Sylvia Plath’s Letter to Her Mother (1963) (image credits: wikimedia)

Sylvia Plath’s correspondence with her mother reveals the struggles and triumphs of a brilliant but troubled mind. In a 1963 letter, Plath described her creative process and her hopes for her children. She wrote, “I am trying to climb out of my own despair with words.” This letter has been analyzed by literary scholars for its raw honesty and poetic language. After its publication in 1975, the letter contributed to the growing appreciation of Plath’s work and life. In 2024, the letter was included in a major retrospective at the Smithsonian.

Kurt Vonnegut’s Letter to Students (1973)

Kurt Vonnegut’s Letter to Students (1973) (image credits: wikimedia)
Kurt Vonnegut’s Letter to Students (1973) (image credits: wikimedia)

Kurt Vonnegut often wrote letters to aspiring writers, but his 1973 letter to students at Xavier High School in New York stands out. Vonnegut encouraged them to “practice any art…no matter how well or badly, not to get money and fame, but to experience becoming.” This letter went viral in 2017 after being rediscovered, and it has since been included in lesson plans across the country. Vonnegut’s encouragement to embrace creativity for its own sake resonates with young people today, according to recent educational research.

Toni Morrison’s Letter to Black Children (1987)

Toni Morrison’s Letter to Black Children (1987) (image credits: wikimedia)
Toni Morrison’s Letter to Black Children (1987) (image credits: wikimedia)

Toni Morrison’s open letter to Black children, published in 1987, is a rallying call for self-worth and dignity. Morrison wrote, “You are your best thing.” The letter has been cited in countless essays and books about African American literature. In 2021, the letter was celebrated in public readings and exhibitions as part of Morrison’s ongoing influence. Literary historians credit this letter with empowering new generations of writers to tell their own stories.

Allen Ginsberg’s Letter to Jack Kerouac (1952)

Allen Ginsberg’s Letter to Jack Kerouac (1952) (image credits: wikimedia)
Allen Ginsberg’s Letter to Jack Kerouac (1952) (image credits: wikimedia)

Allen Ginsberg’s energetic correspondence with Jack Kerouac helped define the Beat Generation. In a 1952 letter, Ginsberg urged Kerouac to “go further, get wilder, write everything.” This exchange is often credited with inspiring Kerouac’s spontaneous prose style in On the Road. The letter was made public in 2010 and is now studied as a catalyst for one of America’s most influential literary movements. Recent research underlines how these letters helped create a sense of community among the Beats.

David Foster Wallace’s Letter to Don DeLillo (1995)

David Foster Wallace’s Letter to Don DeLillo (1995) (image credits: wikimedia)
David Foster Wallace’s Letter to Don DeLillo (1995) (image credits: wikimedia)

David Foster Wallace’s letters to Don DeLillo reveal the intellectual mentorship behind some of the late 20th century’s most innovative fiction. In a 1995 letter, Wallace discussed the anxieties of writing in a media-saturated age. Critics have called this letter a key document for understanding the postmodern turn in American literature. The letter was included in a 2019 collection and has since been widely quoted in literary criticism. Wallace’s candid reflections continue to inspire writers grappling with the complexities of modern life.

Maya Angelou’s Letter to Young Women (1993)

Maya Angelou’s Letter to Young Women (1993) (image credits: wikimedia)
Maya Angelou’s Letter to Young Women (1993) (image credits: wikimedia)

Maya Angelou’s open letter to young women, published in 1993, is a testament to her role as mentor and cultural icon. Angelou urged her readers to “be a rainbow in someone else’s cloud.” The letter has been reprinted in anthologies and is often quoted in graduation speeches. According to recent polls, Angelou’s words remain among the most inspirational for women entering adulthood. The letter’s message of resilience and kindness continues to resonate in 2025.

Joyce Carol Oates’ Letter to a Young Writer (2014)

Joyce Carol Oates’ Letter to a Young Writer (2014) (image credits: wikimedia)
Joyce Carol Oates’ Letter to a Young Writer (2014) (image credits: wikimedia)

Joyce Carol Oates has given advice to countless aspiring writers, but her 2014 letter stands out for its candor and depth. Oates wrote, “Writing is the most solitary of professions, but it is also the most rewarding.” This letter circulated widely on social media and is now a fixture in creative writing courses. Oates’s reflections on discipline and rejection have been praised in recent reviews as essential guidance for new writers. The letter’s popularity shows the enduring importance of mentorship in American letters.

Colson Whitehead’s Letter to Future Readers (2020)

Colson Whitehead’s Letter to Future Readers (2020) (image credits: wikimedia)
Colson Whitehead’s Letter to Future Readers (2020) (image credits: wikimedia)

Colson Whitehead’s 2020 letter to future readers, written during the COVID-19 pandemic, captures the uncertainty and hope of the present moment. Whitehead reflected on the role of literature in times of crisis, writing, “We keep telling stories because we need them to survive.” The letter was featured in The New York Times and became a touchstone for readers seeking meaning during difficult times. Literary analysts point to this letter as evidence of the ongoing power of the written word to unite and inspire Americans.

Leave a Comment