| | Song Title | Artist | CD Link | Track |
| | Rock the Boat | Aaliyah | 82 | 6 |
| | Rockin' Around the Christmas Tree | Christmas | 34 | 3 |
| | Rocky Racoon | Beatles | 22 | 7 |
| | Rocky Top | Traditional Bluegrass | 37 | 5 |
| | Rodeo | Garth Brooks | 55 | 12 |
| | Roll Over Beethoven | Chuck Berry | 11 | 10 |
| | Roller Derby Queen | Jim Croce | 53 | 6 |
| | Ronnie | Four Seasons | 85 | 13 |
| | Rose Colored Glasses | John Conlee | 15 | 14 |
| | Rose Garden | Lynn Anderson | 52 | 6 |
| | Rose, The | Bette Midler | 40 | 9 |
| | Rub It In | Billy "Crash" Craddock | 15 | 16 |
| | Ruby (Don't Take Your Love to | Kenny Rogers | 74 | 11 |
| | Runaround Sue | Dion | 64 | 10 |
| | S.O.S. | ABBA | 93 | 6 |
| | San Antonio Rose | Bob Wills | 999 | 0 |
| | Sandman | Metallica | 999 | 0 |
| | Satin Sheets | Jeanne Pruett | 15 | 15 |
| | Save a Horse, Ride a Cowboy | Big & Rich | 68 | 1 |
| | Save it For Me | Four Seasons | 85 | 7 |
| | Save the Last Dance for Me | Michael Buble | 31 | 8 |
| | Saving All My Love For You | Whitney Houston | 35 | 16 |
| | Say You'll Be There | Spice Girls | 7 | 2 |
| | Secret of Life | Faith Hill | 1 | 5 |
| | September Morn | Neil Diamond | 27 | 6 |
| | Sergeant Pepper's Lonely Hearts | Beatles | 22 | 1 |
| | Seven Spanish Angels | Willie Nelson | 25 | 12 |
| | Shake Your Bootie | K.C. & The Sunshine Band | 58 | 13 |
| | Shake, The | Neil McCoy | 60 | 4 |
| | Shallow | Lady Gaga, Bradley Cooper | 95 | 1 |
| | Shameless | Garth Brooks | 55 | 5 |
| | Shape I'm In | Joe Nichols | 87 | 8 |
| | Shape of My Heart | Backstreet Boys | 79 | 4 |
| | Sh-Boom | Crew-Cuts | 59 | 22 |
| | She Bangs | Ricky Martin | 83 | 11 |
| | She Came in Through the | Beatles | 22 | 8 |
| | She Keeps the Home Fires Burnin' | Ronnie Milsap | 18 | 16 |
| | She Loves You | Beatles | 20 | 5 |
| | Sherry | Four Seasons | 84 | 16 |
| | She's a Miracle | Exile | 23 | 2 |
| | She's All I Ever Had | Ricky Martin | 44 | 3 |
| | She's Got You | Patsy Cline | 65 | 9 |
| | She's Single Again | Janie Fricke | 23 | 10 |
| | Page 18 |