| 1 | The Little Drummer Boy | 19 | Jan 1959 |  |
| The Harry Simeone Chorale |
| 2 | Little Drummer Boy | Feb 1959 | |
| Michael Flanders With The Michael Sammes Singers |
| 3 | The Little Drummer Boy | Mar 1959 | |
| Beverley Sisters |
| 4 | The Little Drummer Boy | Dec 1959 | |
| Johnny Cash |
| 5 | The Little Drummer Boy | Dec 1961 | |
| Jack Halloran Singers |
| 6 | The Little Drummer Boy | Dec 1963 | |
| Johnny Mathis |
| 7 | Little Drummer Boy | Dec 1967 | |
| Lou Rawls |
| 8 | Little Drummer Boy | Dec 1972 | |
| Pipes And Drums And Military Band Of The Royal Scots Dragoon Guards |
| 9 | Medley: The Little Drummer Boy, Silent Night, Auld Lang Syne | Dec 1974 | |
| Jimi Hendrix |
| 10 | The Little Drummer Boy | Dec 1975 | |
| Moonlion |
| 11 | Peace On Earth-The Little Drummer Boy | Dec 1977 | |
| David Bowie And Bing Crosby |
| 12 | The Little Drummer Boy | Dec 1987 | |
| Bob Seger |
| 13 | Little Drummer Boy | Dec 1993 | |
| RuPaul |
| 14 | The Little Drum Machine Boy | Dec 1996 | |
| Beck |
| 15 | Little Drummer Boy | Dec 1997 | |
| Jeffrey Osborne |
| 16 | Little Drummer Boy | Dec 1998 | |
| Restless Heart |
| 17 | The Little Drummer Boy | Dec 1999 | |
| Ringo Starr |
| 18 | Little Drummer Boy | Dec 2001 | |
| Destiny's Child Featuring Solange |
| 19 | Little Drummer Boy | Dec 2002 | |
| Audio Adrenaline |
| 20 | The Little Drummer Boy | Dec 2002 | |
| Gloria Gaynor |
| 21 | The Little Drummer Boy/Peace On Earth | Dec 2004 | |
| Michel Berube Featuring Jennifer Warnes |
| 22 | Little Drummer Boy | Dec 2005 | |
| MercyMe |
| 23 | Little Drummer Boy | Dec 2005 | |
| DeSol |
| 24 | Little Drummer Boy | Dec 2007 | |
| Toby Keith |
| 25 | The Little Drummer Boy | Dec 2007 | |
| Peter White |
| 26 | Little Drummer Boy | Dec 2007 | |
| Faith Hill |
| 27 | Little Drummer Boy/Peace On Earth | Dec 2008 | |
| Bandaged, Sir Terry Wogan & Aled Jones |
| 28 | Little Drummer Boy | Dec 2010 | |
| Wilson Phillips |
| 29 | Little Drummer Boy | Dec 2010 | |
| Mandisa |
| 30 | The Little Drummer Boy | Nov 2011 | |
| BeBe & CeCe Winans |
| 31 | Drummer Boy | Dec 2011 | |
| Justin Bieber Featuring Busta Rhymes |
| 32 | Little Drummer Boy | Dec 2012 | |
| Richard Marx |
| 33 | Little Drummer Boy | Dec 2013 | |
| Pentatonix |
| 34 | Away In A Manger/Little Drummer Boy | Dec 2013 | |
| Tamar Braxton |
| 35 | Little Drummer Boy | Dec 2013 | |
| Walk Off The Earth Featuring Doggies |