YearAlison KraussLaur1994Best Southern Gospel, Country Gospel Or Bluegrass Gospel AlbumI Know Who Holds TomorrowGrammyLaur1995Entertainer of the YearAlison Krauss & Union StationInternational Bluegrass Music Association AwardsLaurFemale Vocalist of the YearAlison Krauss Laur Best Country Collaboration With VocalsSomewhere In The Vicinity Of The HeartGrammyLaurBest Female Country Vocal PerformanceBaby, Now That I've Found YouLaur1996Best Country Collaboration With VocalsHigh Lonesome SoundLaur1997Best Bluegrass AlbumSo Long So WrongLaurBest Country Instrumental PerformanceLittle Liza JaneLaurBest Country Performance By A Duo Or Group With VocalLooking In The Eyes Of LoveLaurSong of the YearHigh Lonesome SoundInternational Bluegrass Music Association AwardsLaur 1998Best Country Collaboration With VocalsSame Old TrainGrammyLaurBluegrass Recorded Song of the YearLiving PrayerGospel Music Association Dove AwardsLaur2000Best Country Instrumental PerformanceLeaving CottondaleGrammyLaur2001Best Bluegrass AlbumNew FavoriteLaurBest Country Performance By A Duo Or Group With VocalThe Lucky OneLaurAlbum Of The YearO Brother, Where Art Thou?