The Riddle

• The Riddle, a 1959 jazz album by Dave Brubeck
• The Riddle (album), a 1984 rock album by Nik Kershaw
• "The Riddle" (Nik Kershaw song), also covered by many artists including Gigi D'Agostino, and Jack Holiday & Mike Candys
• "The Riddle" (Five for Fighting song), 2006
• "The Riddle", a song in the musical The Scarlet Pimpernel (musical)
• "The Riddle Song", English lullaby also known as "I Gave My Love a Cherry"
• "Tell Me Why (The Riddle)", a 2000 song by Paul van Dyk in collaboration with Saint Etienne
• "The Riddle", a song by Steve Vai on his 1990 album Passion and Warfare

• The Riddle (novel), a 2004 fantasy book of the Pellinor series by Alison Croggon
• The Riddle (fairy tale), one of Grimm's Fairy Tales
• "The Riddle", a 1923 short story by Walter de la Mare

• Paheli (2005 film) or The Riddle, 2005 Indian ghost film
• The Riddle (film), a 2007 film starring Derek Jacobi

• The Riddle, Herefordshire, a settlement in England, United Kingdom

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