- Sid Melancon -- Sidesaddle
- Sideshow -- Sidney Maker
- Sierra Hull -- Signed, Sealed and Delivered
- Signs Of Love -- Silvano Ramos
- Silver City Band -- Silver Shoes
- Silver, Wood and Steel -- Simani
- Simon Balkey -- Simon Pollard Band
- Simone Moraes -- Singer Silvertone Singers
- Singing Cowboys -- Sir J. Vincent Roberts
- Sissy Spacek -- Six Gun Sly
- Six Market Blvd. -- Sixth Great Lake
- Sixwire -- Skeeter Davis
- Skeets Bennett -- Skip Bessonette
- Skip Cleavinger -- Skip Orlando
- Skooter Jones -- Skye Moore
- Skyla Spencer -- Skymonters
- Skytoppers -- Slant 6 Cowboys
- Slavek Hanzlik -- Sleepy Johnson
- Sleepy LaBeef -- Slick Nickel
- Slim And The Secret Society -- Slim Clark
- Slim Dusty -- Slim Lay And The Crossroads Follies Gang