Though overshadowed by its sequel, Adventures of Huckleberry Finn, the book is considered by many to be a masterpiece of American literature. It was one of the first novels to be written on a typewriter.

The novel revolutionised prose fiction by being the first to focus on its protagonist's moral and spiritual development through an intimate first-person narrative, where actions and events are coloured by a psychological intensity. Charlotte Brontë has been called the "first historian of the private consciousness", and the literary ancestor of writers like Proust and Joyce. 

The book contains elements of social criticism with a strong sense of Christian morality at its core, and it is considered by many to be ahead of its time because of Jane's individualistic character and how the novel approaches the topics of class, sexuality, religion and feminism.  It, along with Jane Austen's Pride and Prejudice, is one of the most famous romance novels of all time.

It is considered a defining work of the post-war Beat and Counterculture generations, with its protagonists living life against a backdrop of jazz, poetry, and drug use. The novel is a roman à clef, with many key figures of the Beat movement, such as William S. Burroughs (Old Bull Lee), Allen Ginsberg (Carlo Marx), and Neal Cassady (Dean Moriarty) represented by characters in the book, including Kerouac himself as the narrator Sal Paradise.

 

The idea for On the Road, Kerouac's second novel, was formed during the late 1940s in a series of notebooks, and then typed out on a continuous reel of paper during three weeks in April 1951. It was published by Viking Press in 1957.

The New York Times hailed the book's appearance as "the most beautifully executed, the clearest and the most important utterance yet made by the generation Kerouac himself named years ago as 'beat,' and whose principal avatar he is." In 1998, the Modern Library ranked On the Road 55th on its list of the 100 best English-language novels of the 20th century. The novel was chosen by Time magazine as one of the 100 best English-language novels from 1923 to 2005.