| Title | Artist | Song # |
| Happy Trails | Rogers, Roy & Dale Evans | 322-5 |
| He Drinks Tequila | Morgan, Lorrie & Sammy Kershaw | 159-11 |
| Heart Won't Lie, The | McEntire, Reba & Vince Gill | 159-2 |
| Heart Won't Lie, The | McEntire, Reba & Vince Gill | 160-7 |
| Heart Won't Lie, The | McEntire, Reba & Vince Gill w/vocal | 160-15 |
| Helpin' Me Get Over You | Tritt, Travis & Lari White | 127-2 |
| Hero | Kroeger, Chad & Josey Scott | 39-13 |
| Hey Paula | Paul & Paula | 146-11 |
| Highwayman | Nelson, Willie & W.Jennings & J.Cash & K | 133-10 |
| Hold You Down | Lopez, Jennifer & Fat Joe | 434-13 |
| How Do You Keep The Music Playing | Ingram, James & Patti Austin | 90-14 |