- Shelley Campbell -- Shelly Bush
- Shelly Fairchild -- Shelly Lee Alley And His Alley Cats
- Shelly O'Neill -- Shelly West
- Shelton Brothers -- Sheradine Sharpe
- Sheri Frushay -- Sheri Leverich
- Sheri Lynn -- Sheri Vandiver
- Sherie Austin -- Sherman Collins
- Sherman Hayes -- Sherri Nourse
- Sherrié Austin -- Sherry Kean
- Sherry Kennedy -- Sherry Lynn
- Sherwin Kaufman -- Shevy Smith
- Shields -- Shiloh Circle
- Shiloh Lindsey -- Shipcote's Foot Tappers
- Shiregreen -- Shirley Bates
- Shirley Brown -- Shirley Collie
- Shirley Evans -- Shirley Jones
- Shirley Martin -- Shogun
- Shoji Tabuchi -- Shooter Jennings & The . 357s
- Shooters -- Shortbuckle Roark & Family
- Shorty Ashburn -- Shorty Lindsey
- Shorty Sargent -- Shot Jackson
- Shot Jackson & His String Band -- Shoun Brothers
- Shug Fisher -- ShyAnne Mailen
- Si & The Ozark Ramblers Jenkins -- Sid Cox
- Sid Griffin -- Sid King
- Sid King & The Five Strings -- Sid Spencer