Happy Sad may refer to:

• Happy Sad (album), a 1969 album from singer-songwriter Tim Buckley
• "Happy Sad" (Gemma Hayes song), a 2005 song by Gemma Hayes
• The Happy Sad, a 2013 Rodney Evans film
• "Happy Sad", a 2018 single by Ocean Alley, from the album Chiaroscuro

• Rolling Prairie station (NICTD)
• Rolling Prairie station (South Shore Line)
• RollinGreens
• Rolling release
• Rolling Ridge, Indiana
• Rolling Road station (Virginia)
• Rolling Road station (VRE)
• Rolling Road (VRE station)
• Rolling robots
• Rolling Sky
• Rolling slowdown
• Rolling stock of Società Veneta
• Rolling stock of the Buenos Aires Underground
• Rolling Stock of the Korean State Railway
• Rolling stock of the Korean State Railway
• Rolling Stock of the Philippines
• Rolling stock of the South Manchuria Railway
• Rolling stock (Thomas & Friends)
• Rolling stomes
• @RollingStone
• Rolling Stone (card game)
• Rolling Stone Colombia
• RollingStone.com
• Rollingstone Creek
• Rolling Stone (Danny Brown song)