Where to start with Colson Whitehead
American novelist, born 1969. Won the Pulitzer Prize for Fiction in 2017 and 2020 and the National Book Award for Fiction in 2016.
Best Colson Whitehead book to start with: The Underground Railroad (2016), on 5 of the 14 lists it could have made.
If you read one Whitehead, make it The Underground Railroad. It won the National Book Award in 2016 and the Pulitzer Prize in 2017. It imagines the escape route for enslaved people as an actual underground railway, and follows a young woman through several states that each show a different version of America. It is gripping and often hard to read.
The Nickel Boys won the Pulitzer Prize in 2020 and is shorter and tighter. It is about two Black teenagers at a brutal reform school in Florida in the 1960s, and it is the better choice if you want a quicker book.
The Intuitionist is his first novel, set in an alternative America where elevator inspectors are divided into rival schools. John Henry Days was shortlisted for the Pulitzer in 2002; it follows a journalist at a festival for the folk hero John Henry, and it is the longest and most sprawling, so it suits a reader who has already enjoyed his shorter books.

Colson Whitehead's books, ranked best first
The Underground Railroad is the one with its own page, on 5 of the 14 lists it could have made.
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Colson Whitehead's novels in order
The earliest on our lists is The Intuitionist (1999), and the most recent is The Nickel Boys (2019).
- 1999 The Intuitionist
- 2001 John Henry Days
- 2016 The Underground Railroad
- 2019 The Nickel Boys
Novels on at least one of our 30 lists. Not a complete bibliography.
Also on one list
3 more of Colson Whitehead's novels are each on one of our lists.
- The Nickel Boys (2019): Pulitzer Prize for Fiction (winners and finalists)
- The Intuitionist (1999): The Great American Read
- John Henry Days (2001): Pulitzer Prize for Fiction (winners and finalists)
Lists used on this page
- The 100 best books of the 21st century, The Guardian (2019). Original list
- The 100 best books of the 21st century, The New York Times (2024). Original list
- Pulitzer Prize for Fiction (winners and finalists), Columbia University (1918-). Original list
- National Book Award for Fiction (winners and finalists), National Book Foundation (1950-). Original list
- The Great American Read, PBS (2018). Original list
- Goodreads Choice Awards: Fiction and Historical Fiction winners, Goodreads (2009-). Original list
