The Seven Best Books on or by Machiavelli

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This page contains a list of the seven best books on or by Machiavelli. Finding good introductory philosophy books can be difficult for two reasons. First, searching google for recommendations usually doesn’t bring up anything useful. Second, phrases like “best books on Machiavelli” are ambiguous. One person may be looking for a short, beginner friendly introduction, someone else may want a comprehensive academic overview, a third person may be looking for classic works by Machiavelli. This list tries to account for this ambiguity by recommending different types of books on Machiavelli. Here are the best books on or by Machiavelli in no particular order:

The Prince – Niccolò Machiavelli

Category: Classic | Length: 80 pages

Publisher description: As a young Florentine envoy to the courts of France and the Italian principalities, Niccolò Machiavelli (1469–1527) was able to observe firsthand the lives of people strongly united under one powerful ruler. His fascination with that political rarity and his intense desire to see the Medici family assume a similar role in Italy provided the foundation for his “primer for princes.” In this classic guide to acquiring and maintaining political power, Machiavelli used a rational approach to advise prospective rulers, developing logical arguments and alternatives for a number of potential problems, among them governing hereditary monarchies, dealing with colonies and the treatment of conquered peoples. Refreshing in its directness, yet often disturbing in its cold practicality, The Prince sets down a frighteningly pragmatic formula for political fortune. Starkly relevant to the political upheavals of the 20th century, this calculating prescription for power remains today, nearly 500 years after it was written, a timely and startling lesson in the practice of autocratic rule that continues to be much read and studied by students, scholars and general readers as well.

Discourses – Niccolò Machiavelli

Category: Classic | Length: 544 pages

Publisher description: Few figures in intellectual history have proved as notorious and ambiguous as Niccolò Machiavelli. But while his treatise The Prince made his name synonymous with autocratic ruthlessness and cynical manipulation, The Discourses (c.1517) shows a radically different outlook on the world of politics. In this carefully argued commentary on Livy’s history of republican Rome, Machiavelli proposed a system of government that would uphold civic freedom and security by instilling the virtues of active citizenship, and that would also encourage citizens to put the needs of the state above selfish, personal interests. Ambitious in scope, but also clear-eyed and pragmatic, The Discourses creates a modern theory of republic politics.

Discourses on Livy – Niccolò Machiavelli

Category: Classic | Length: 448 pages

Publisher description: Discourses on Livy, written in 1531, is as essential to an understanding of Machiavelli as his famous treatise, The Prince. Equally controversial, it reveals his fundamental preference for a republican state. Comparing the practice of the ancient Romans with that of his contemporaries provided Machiavelli with a consistent point of view in all his works. Machiavelli’s close analysis of Livy’s history of Rome led him to advance his most original and outspoken view of politics–the belief that a healthy political body was characterized by social friction and conflict rather than by rigid stability. His discussion of conspiracies in Discourses on Livy is one of the most sophisticated treatments of archetypal political upheaval ever written. In an age of increasing political absolutism, Machiavelli’s theories became a dangerous ideology. This new translation is richly annotated, providing the contemporary reader with sufficient historical, linguistic, and political information to understand and interpret the revolutionary affirmations Machiavelli made, based on the historical evidence he found in Livy.

Machiavelli: A Very Short Introduction – Quentin Skinner

Category: Short Introduction | Length: 120 pages | Published: 2001

Publisher description: Machiavelli taught that political leaders must be prepared to do evil that good may come of it. Offering the first brief introduction to Machiavelli’s thought to appear in twenty-five years, Skinner focuses on his three major works, The Prince, Discourses, and The History of Florence. He discusses the influence of Roman moral thought on Machiavelli, concentrating on the extent to which Machiavelli’s teachings represent a reaction against this tradition. Placing Machiavelli in the proper social and intellectual context, Skinner reveals the extraordinary originality of his attack on the prevailing moral and political assumptions of his age.

Niccolò Machiavelli: An Intellectual Biography – Corrado Vivanti

Category: Biography | Length: 280 pages | Published: 2013

Publisher description: This is a colorful, comprehensive, and authoritative introduction to the life and work of the author of The Prince–Florentine statesman, writer, and political philosopher Niccolò Machiavelli (1469-1527). Corrado Vivanti, who was one of the world’s leading Machiavelli scholars, provides an unparalleled intellectual biography that demonstrates the close connections between Machiavelli’s thought and his changing fortunes during the tumultuous Florentine republic and his subsequent exile. Vivanti’s concise account covers not only Machiavelli’s most famous works–The Prince, The Discourses, The Florentine Histories, and The Art of War–but also his letters, poetry, and comic dramas. While setting Machiavelli’s life against a dramatic backdrop of war, crisis, and diplomatic intrigue, the book also paints a vivid human portrait of the man.

Vivanti’s narrative breaks Machiavelli’s life into three parts: his career in a variety of government and diplomatic posts in the Florentine republic between 1494 and 1512, when the Medici returned from exile, seized power, and removed Machiavelli from office; the pivotal first part of his subsequent exile, when he formulated his most influential ideas and wrote The Prince; and the final decade of his life, when, having returned to Florence, he wrote The Art of War, The Florentine Histories, the satirical play The Mandrake, and other works. Along the way, the biography presents unmatched accounts of many intensely debated topics, including the precise nature of Machiavelli’s cultural and intellectual background, his republicanism, his political and personal relationship to the Medici, and his ideas about religion.

The Cambridge Companion to Machiavelli – John M. Najemy

Category: Textbook | Length: 306 pages | Published: 2010

Publisher description: Niccolo Machiavelli (1469-1527) is the most famous and controversial figure in the history of political thought and one of the iconic names of the Renaissance. The Cambridge Companion to Machiavelli brings together sixteen original essays by leading experts, covering his life, his career in Florentine government, his reaction to the dramatic changes that affected Florence and Italy in his lifetime, and the most prominent themes of his thought, including the founding, evolution, and corruption of republics and principalities, class conflict, liberty, arms, religion, ethics, rhetoric, gender, and the Renaissance dialogue with antiquity. In his own time Machiavelli was recognized as an original thinker who provocatively challenged conventional wisdom. With penetrating analyses of The Prince, Discourses on Livy, Art of War, Florentine Histories, and his plays and poetry, this book offers a vivid portrait of this extraordinary thinker as well as assessments of his place in Western thought since the Renaissance.

The Portable Machiavelli – Niccolò Machiavelli

Category: ANthology | Length: 576 pages

Publisher description: In the four and a half centuries since Machiavelli’s death, no single and unanimously accepted interpretation of his ideas has succeeded in imposing itself upon the lively debate over the meaning of his works. Yet there has never been any doubt about the fundamental importance of Machiavelli’s contribution to Western political theory.The Portable Machiavelli brings together the complete texts of The Prince, Belfagor, and Castruccio Castracani, newly translated by Peter Bondanella and Mark Musa especially for this volume. In addition, the editors include an abridged version of The Discourses; a play, The Mandrake Root, in its entirety; seven private letters; and selections from The Art of War and The History of Florence.


This list was created by following a method that I’ve found to be useful when searching for introductory philosophy books. It involves:

  • browsing required reading lists on university course syllabi
  • searching for books using the Open Syllabus Project
  • browsing the bibliographies of articles on the Stanford Encyclopedia of Philosophy and Internet Encyclopedia of Philosophy
  • searching for recommendations on philosophy forums

The following sources were used to build this list:

University Course Syllabi:

Bibliographies:

Other Recommendations:

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