- Side Wheel Sallie Duffie -- Sierra Hull
- Sierra Hull -- Silky Sullivan
- Silvano Ramos -- Silverhands
- Silvertone Gospel Harmonizers -- Simon Pollard Band
- Simone Moraes -- Singing Mountaineers
- Singletree -- Six Market Blvd.
- Six Shooter -- Skeeter Biscuit
- Skeeter Davis -- Skip Ewing
- Skip Gorman & The Waddie Pals -- Skye Moore
- Skyla Spencer -- Slack Family Bluegrass Band
- Slam Dunks -- Sleepy LaBeef
- Sleepy Man Banjo Boys -- Slim Chance
- Slim Clark -- Slim Richey
- Slim Rinehart -- Slim Whitman