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1998 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
1998 Album Of The Year: Ricky Skaggs & Kentucky Thunder for Bluegrass Rules!
1999 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
2000 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
2002 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
2003 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
2004 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
2005 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
2006 Instrumental Group Of The Year: Ricky Skaggs & Kentucky Thunder
1998 Best Bluegrass Album: Ricky Skaggs and Kentucky Thunder for Bluegrass Rules!
1999 Best Bluegrass Album: Ricky Skaggs and Kentucky Thunder for Ancient Tones
2000 Best Southern, Country, or Bluegrass Gospel Album: Ricky Skaggs and Kentucky Thunder for Soldier Of The Cross
2003 Best Country Performance By A Duo or Group With Vocal: Ricky Skaggs and Kentucky Thunder for A Simple Life
2004 Best Bluegrass Album: Ricky Skaggs and Kentucky Thunder for Brand New Strings
2006 Best Bluegrass Album: Ricky Skaggs and Kentucky Thunder for Instrumentals
2008 Best Bluegrass Album: Ricky Skaggs and Kentucky Thunder for Honoring the Fathers of Bluegrass: Tribute to 1946 & 1947