The 41st Grammy Awards were held on February 24, 1999. They recognized accomplishments by musicians from the year 1998. The dominating artist of the night was Lauryn Hill, who won five awards.
Composing and arranging
- Best Female Country Vocal Performance
- Best Male Country Vocal Performance
- Best Country Performance by a Duo or Group with Vocal
- Best Country Collaboration with Vocals
- Clint Black, Joe Diffie, Merle Haggard, Emmylou Harris, Alison Krauss, Patty Loveless, Earl Scruggs, Ricky Skaggs, Marty Stuart, Pam Tillis, Randy Travis, Travis Tritt & Dwight Yoakam for "Same Old Train"
- Best Country Instrumental Performance
- Best Country Song
- Best Country Album
- Best Bluegrass Album
Packaging and Notes
Production and engineering