• In 1979 the award was known as Best Historical Repackage Album
• In 1980 it was awarded as Best Historical Reissue
• In 1981 it was awarded as Best Historical Reissue Album
• From 1982 to the present it has been awarded as Best Historical Album

Years reflect the year in which the Grammy Awards were presented, for works released in the previous year.

2000s

• Grammy Awards of 2008
• Nora Guthrie & Jorge Arévalo Mateus (compilation producers), Jamie Howarth, Steve Rosenthal, Warren Russell-Smith & Dr. Kevin Short (mastering engineers) for The Live Wire: Woody Guthrie in Performance 1949
• Grammy Awards of 2007
• Meagan Hennessey & Richard Martin, (compilation producers), Tim Brooks, David Giovannoni & Richard Martin (mastering engineers) for Lost Sounds: Blacks And The Birth Of The Recording Industry 1891-1922
• Grammy Awards of 2006
• Alan Lomax, Jeffrey Greenberg & Anna Lomax Wood, compilation producers, Adam Ayan & Steve Rosenthal, mastering engineers "The Complete Library Of Congress Recordings"
• Grammy Awards of 2005
• Daniel Cooper, Michael Gray (compilation producers), Joseph M. Palmaccio & Alan Stoker (mastering engineers) for Night Train to Nashville: Music City Rhythm and Blues, 1945-1970 performed by various artists
• Grammy Awards of 2004
• Steve Berkowitz, Alex Gibney, Andy McKaie, Jerry Rappaport (compilation producers), Gavin Lurssen & Joseph M. Palmaccio (mastering engineers) for Martin Scorsese Presents the Blues: A Musical Journey performed by various artists
• Grammy Awards of 2003
• Dean Blackwood (producer), David Glasser, Christopher King & Matt Sandoski (engineers) for Screamin' And Hollerin' The Blues: The Worlds of Charlie Patton
• Grammy Awards of 2002
• Michael Brooks (jazz), Michael Cuscuna (producers), Matt Cavaluzzo, Harry Coster, Seth Foster, Darcy Proper, Ken Robertson & Mark Wilder (engineers) for Lady Day: The Complete Billie Holiday on Columbia 1933-1944
• Grammy Awards of 2001
• Steve Berkowitz, Seth Rothstein (producers), Phil Schaap (producer & engineer), Michael Brooks, Seth Foster, Andreas Meyer, Woody Pornpitaksuk, Ken Robertson, Tom Ruff & Mark Wilder (engineers) for Louis Armstrong: The Complete Hot Five and Hot Seven Recordings
• Grammy Awards of 2000
• Orrin Keepnews (producer), Steven Lasker (producer & engineer), Paul Brizzi & Dennis Ferrante (engineers) for The Duke Ellington Centennial Edition - The Complete RCA Victor Recordings (1927 - 1973)

1990s

• Grammy Awards of 1999
• Colin Escott, Kira Florita, Kyle Young (producers), Joseph M. Palmaccio & Tom Ruff (engineers) for The Complete Hank Williams
• Grammy Awards of 1998
• Amy Horowitz, Jeff Place & Pete Reiniger (producers), David Glasser & Charlie Pilzer (engineers) for Anthology of American Folk Music (1997 Edition Expanded) performed by various artists
• Grammy Awards of 1997
• Bob Belden (producer), Phil Schaap (producer & engineer) & Mark Wilder (engineer) for The Complete Columbia Studio Recordings performed by Miles Davis & Gil Evans
• Grammy Awards of 1996
• John Pfeiffer (producer & notes writer), Ray Hall, Thomas MacCluskey, James P. Nichols, Anthony Salvatore, Jon M. Samuels, David Satz (engineers), J.J. Stelmach (art director), Gabriel Banat, Grant Beglarian, Robert Cowan, Mortimer W. Frank, Richard Freed, Erick Friedman, Harris Goldsmith, Josefa Heifetz, George Jellinek, Irving Kolodin, Jacob Lateiner, Laurence Lesser, Myra C. Livingston, John Maltese, John Anthony Maltese, Leonard Pennario & Brooks Smith (notes writers) for The Heifetz Collection performed by Jascha Heifetz & various artists
• Grammy Awards of 1995
• Michael Lang (producer) for The Complete Ella Fitzgerald Song Books on Verve
• Grammy Awards of 1994
• Michael Lang & Phil Schaap (producers) for The Complete Billie Holiday on Verve 1945-1959
• Grammy Awards of 1993
• Michael Cuscuna (producer) for The Complete Capitol Recordings of The Nat "King" Cole Trio
• Grammy Awards of 1992
• Steven Lasker & Andy McKaie (producers) for Billie Holiday - The Complete Decca Recordings
• Grammy Awards of 1991
• Lawrence Cohn & Stephen Lavere (producers) for Robert Johnson - The Complete Recordings
• Grammy Awards of 1990
• Andy McKaie (producer) for Chuck Berry - The Chess Box

1980s

• Grammy Awards of 1989
• Bill Levenson (producer) for Crossroads performed by Eric Clapton
• Grammy Awards of 1988
• Orrin Keepnews (producer) for Thelonious Monk - The Complete Riverside Recordings
• Grammy Awards of 1987
• Aziz Goksel & Bob Porter (producers) for Atlantic Rhythm and Blues 1947-1974, Vols. 1-7 performed by various artists
• Grammy Awards of 1986
• John Pfeiffer (producer) for RCA/Met - 100 Singers - 100 Years performed by various artists
• Grammy Awards of 1985
• J.R. Taylor (producer) for Big Band Jazz performed by Count Basie, Tommy Dorsey, Benny Goodman, Fletcher Henderson, Chick Webb, Paul Whiteman & others
• Grammy Awards of 1984
• Allan Steckler & Stanley Walker (producers) for The Greatest Recordings of Arturo Toscanini - Symphonies, Vol. I
• Grammy Awards of 1983
• Alan Dell, Ethel Gabriel & Don Wardell (producers) for The Tommy Dorsey/Frank Sinatra Sessions - Vols.1,2 & 3
• Grammy Awards of 1982
• Michael Brooks & George Spitzer (producers) for Hoagy Carmichael - From Stardust to Ole Buttermilk Sky
• Grammy Awards of 1981
• Keith Hardwick (producer) for Segovia - The EMI Recordings 1927-39
• Grammy Awards of 1980
• Michael Brooks & Jerry Korn (producers) for Billie Holiday - Giants of Jazz

1970s

• Grammy Awards of 1979
• Michael Brooks (producer) for The Lester Young Story, Vol. 3