Album || |- | 2011 || Troy Cassar-Daley Live || Best Country Album || |- | 2012 || Home || Best Country Album || |- | 2013 || The Great Country Songbook (with Adam Harvey) || Best Country Album || |- | 2015 || Freedom Ride || Best Country Album || |- | 2021 | The World Today || Best Country Album || |- CMAA Awards The Country Music Awards of Australia is an annual awards night held in January during the Tamworth Country Music Festival, celebrating recording excellence in the Australian country music industry. Cassar-Daley has won forty awards, the most of any artist. Cassar-Daley was inducted into the Australian Roll of Renown in 2019. (wins only) |- |rowspan="1"| 1996 || "End of the Road" || Male Vocalist of the Year || |- |rowspan="3"| 1998 || True Believer || Album of the Year || |- | "Little Things" || Male Vocalist of the Year || |- | "Little Things" || Video of the Year || |- |rowspan="2"| 2000 || "They Don't Make 'Em Like That Anymore" || Male Vocalist of the Year || |- | "They Don't Make 'Em Like That Anymore" || ARPA Song of the Year || |- |rowspan="3"| 2003 || "Born to Survive" || Male Vocalist of the Year || |- | "Wish I Was a Train" (with Paul Kelly)|| Vocal Collaboration of the Year || |- | "Born to Survive" || ARPA Song of the Year || |- |rowspan="4"| 2006 || "Lonesome But Free" || Male Vocalist of the Year || |- | "Bird On A Wire" (with Jimmy Barnes) || Vocal Collaboration of the Year || |- | "Yellow Belly" || Instrumental of the Year || |- | "Lonesome But Free" || ARPA Song of the Year || |- |rowspan="1"| 2008 || "Everything’s Going To Be Alright" || Male Vocalist of the Year || |- |rowspan="6"| 2010 || I Love This Place || Male Vocalist of the Year || |- |I Love This Place || Album of the Year || |- | "Ain’t Gonna Change for You" (with The McClymonts) || Vocal Collaboration of the Year || |- | "Chasin' Rodeo" || Heritage Song of the Year || |- | "Big Big Love" || APRA Song of the Year || |- | "Big Big Love" || Single of the Year || |- |rowspan="1"| 2011 || "Sacred Bones" || Toyota Heritage Song of the Year