- Sheila Greenland -- Sheldon Bennett
- Shellac Brothers -- Shelly O'Neill
- Shelly Rann -- Sheri Leverich
- Sheri Lynn -- Sherri Jerrico
- Sherri Nourse -- Sheryl Crow
- Sheryl Paige -- Shiregreen
- Shirley -- Shirley Jones
- Shirley Martin -- Short Creek Trio
- Shortbuckle Roark & Family -- Shotgun
- Shotgun Party -- Sid Griffin
- Sid Harkreader -- Sidna Myers
- Sidney Campbell -- Silje Hrafa
- Silky Sullivan -- Silver Shoes