Music Almanac: May 27
- 1924 - Brother John Sellers (d. 1999)
- 1931 - Kenny Price (d. 1987)
- 1935 - Ramsey Lewis (77)
- 1935 - Rudy Lewis (Drifters) (d. 1964)
- 1935 - Len Chandler (77)
- 1939 - Don Williams (72)
- 1943 - Cilla Black (69)
- 1945 - Bruce Cockburn (67)
- 1947 - Marty Kristian (New Seekers) (65)
- 1947 - Peter Knight (Steeleye Span) (65)
- 1948 - Pete Sears (Jefferson Starship) (64)
- 1950 - Dee Dee Bridgewater (62)
- 1957 - Siouxsie Sioux (born Susan Dallion) (Siouxsie & the Banshees) (55)
- 1957 - Eddie Harsch (Black Crowes) (55)
- 1958 - Neil Finn (Crowded House, Split Enz) (54)
- 1966 - Sean Kinney (Alice in Chains) (46)
- 1971 - Lisa "Left Eye" Lopes (TLC) (d. 2002)
- 1975 - Andre 3000 (born Andre Benjamin) (OutKast) (37)
Deaths:
- 1971 - Bob Dunn (western swing, first musician to record an electrically amplified instrument) (63)
- 2005 - Dave "Curlee" Williams (songwriter, Whole Lotta Shakin' Goin' On) (84)
On This Day:
- 1950 - Frank Sinatra made his first TV appearance on NBC's Star Spangled Review.
- 1961 - Johnny Cash appeared on the the NBC series The Deputy.
- 1964 - Screaming Lord Sutch started the pirate radio station "Sutch" in the Thames River.
- 1967 - Columbia and RCA Records increased the list price of albums for the first time in 14 years.
- 1972 - Opryland Park opens in Nashville.
- 1977 - Elvis Costello made his live debut in London.
- 1988 - Van Halen's Monsters of Rock Tour opened in Wisconsin.
- 1989 - Stevie Wonder received the Badge of Solidarity from the Polish Labor Movement.
- 1994 - The Eagles played their first show in 14 years in Burbank, CA.
- 1994 - Lionel Richie and Diane Alexander become the parents of a son, Miles Brockman.
- 1999 - Rod Stewart received the Lifetime Achievement Award and Chrissie Hynde won Outstanding Contribution to British Music at the Ivor Novello Awards.
- 1999 - B.B. King wins multiple prizes at the W.C. Handy Awards.
- 2008 - Paul McCartney received an Honorary Doctor of Music from Yale.
Released:
- 1954 - Honey Love - Drifters
- 1957 - That'll Be the Day - Buddy Holly & the Crickets
- 1962 - The Freewheelin' Bob Dylan - Bob Dylan
- 1975 - Venus and Mars - Paul McCartney
- 1977 - God Save the Queen - Sex Pistols
- 1989 - The Best of Me - Cliff Richard (his 100th single)
Number Ones - U.S. Singles:
- 1972 - Oh Girl - Chi-Lites (1 week)
- 1950 - Young Man With a Horn - Doris Day & Harry James (1 week (2 previous weeks at number 1))
- 1961 - Exodus - Earnest Gold/Soundtrack (stereo albums) (1 week)
- 1995 - Cracked Rear View - Hootie & the Blowfish (4 weeks)
- 2006 - Stadium Arcadium - Red Hot Chili Peppers (2 weeks)
Number Ones - U.K. Singles:
- 1955 - Cherry Pink (and Apple Blossom White) - Eddie Calvert (4 weeks)
- 1965 - Long Live Love - Sandie Shaw (3 weeks)
- 2001 - Do You Really Like It? - DJ Pied Piper (1 week)
- 1967 - More of the Monkees - Monkees (1 week (1 previous week at number 1))
- 1999 - Vol II: 1990 - A New Decade - Soul II Soul (3 weeks)
- 1995 - Stanley Road - Paul Weller (1 week)
- 2007 - It Won't Be Soon Very Long - Maroon 5 (2 weeks)