- Rick Van Dusen -- Rick Wingerter
- Rick Wingerter -- Rickie Lee Tanner & Powder Keg
- Rickie Simpkins -- Ricky Dee
- Ricky Fugitt -- Ricky Lee Phelps
- Ricky Leon Ward -- Ricky Payne
- Ricky Riddle -- Ricky Skaggs and Kentucky Thunder
- Ricky Traywick -- Ricky Young
- Rico Bell -- Riders at the Gates of Dawn
- Riders in the Sky -- Ridge Runner
- Rift -- Rikki Leigh Heard
- Riley -- Riley Crabtree
- Riley Puckett -- Riochet
- Rip Ramsey -- Rita Faye Wilson
- Rita Francia -- Rita Rose
- Ritchie/Watson -- River Road
- RiverBluff Clan -- riverview
- Riviera -- Roach Bros
- Road Music -- Roadrunner
- Roadside Theater -- Rob Baird a
- Rob Bates -- Rob Crosby
- Rob DeMorrow -- Rob Hajacos
- Rob Hajocos -- Rob Kirkham and Neon Rain
- Rob McCoury -- Rob Robinson
- Rob Russell -- Roba Stanley
- Robb Corless -- Robbie Jones
- Robbie McCoury -- Robby White & the Tejas Gringos