Roy Orbison's Greatest Hits is a Roy Orbison 331⁄3 record album from Monument Records recorded at their studio in Hendersonville, Tennessee and released in 1962. "Love Star" was a previously unreleased track, as was the #4 chart hit "Dream Baby".

This was Orbison's third album on the Monument label, and it was re-released in 1967 (after his departure from Monument).

Roy Kelton Orbison (April 23, 1936 – December 6, 1988) was an American singer-songwriter and musician, well known for his distinctive, powerful voice, complex compositions, and dark emotional ballads. Orbison grew up in Texas and began singing in a rockabilly / country & western band in high school until he was signed by Sun Records in Memphis. His greatest success came with Monument Records in the early to mid 1960s when 22 of his songs placed on the US Billboard Top Forty, including "Only the Lonely", "Crying", "In Dreams", and "Oh, Pretty Woman". His career stagnated through the 1970s, but several covers of his songs and the use of one in a film by David Lynch revived his career in the 1980s. In 1988, he joined the supergroup The Traveling Wilburys with George Harrison, Bob Dylan, Tom Petty, and Jeff Lynne and also released a new solo album. He died of a heart attack in December that year, at the zenith of his resurgence. His life was marred with tragedy, including the death of his first wife and two of his children in separate accidents.

Orbison was a natural baritone, yet could sing high tenor notes with ease; commentators have suggested that he had a three- or four-octave range. The combination of Orbison's powerful, impassioned voice and complex musical arrangements led many commentators to refer to his music as operatic, giving him the sobriquet "the Caruso of Rock". Performers as disparate as Elvis Presley and Bono stated his voice was, respectively, the greatest and most distinctive they had ever heard. While most men in rock and roll in the 1950s and 1960s portrayed a defiant masculinity, many of Orbison's songs instead conveyed a quiet, desperate vulnerability. He was known for performing while standing still and solitary, wearing black clothes and dark sunglasses which lent an air of mystery to his persona.

Orbison was initiated into the second class of the Rock and Roll Hall of Fame in 1987 by longtime admirer Bruce Springsteen. The same year he was inducted into the Nashville Songwriters Hall of Fame. Rolling Stone placed Orbison at number 37 in their list of The Greatest Artists of All Time. In 2002, Billboard magazine listed Orbison at number 74 in the Top 600 recording artists. Rolling Stone rated Orbison number 13 in their list of The 100 Greatest Singers of All Time in 2008.

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