"The Highwayman" (Dunsany), a 1908 short story by Edward Plunkett, 18th Baron Dunsany

"The Highwayman" (1981 song), a 1981 song by Stevie Nicks

Highwayman (album), the first album by this group

"Highwayman" (1977 song), a 1977 song from his album El Mirage by Jimmy Webb

The Highwayman (TV series), a 1987 TV movie followed by 1988 series

Highwayman, criminals who robbed people travelling by stagecoach

The Highwaymen (country supergroup), a 1985-2002 country music supergroup

"Highwayman" (song), a Number One single from this album

The Highwaymen (artists), a group of 20th-century African-American landscape painters from Florida

"The Highwayman" (poem), a 1906 poem by Alfred Noyes

The Highwayman (comic), a 2007 comic book adaptation of the novel by Matthew Hansen

The Highwaymen (comics), a limited series comic book by artist Lee Garbett

Highwaymen (film), a 2003 film starring Jim Caviezel

The Highwaymen (folk band), a 1960s collegiate folk band

The Highwayman (novel), a 2004 novel by R. A. Salvatore