| 1 | ![Sleigh Ride by Harry Connick, Jr.]() | Sleigh Ride | Harry Connick, Jr. | C Major | 8B | 156 |
| 2 | ![When My Heart Finds Christmas by Harry Connick, Jr.]() | When My Heart Finds Christmas | Harry Connick, Jr. | E♭ Major | 5B | 75 |
| 3 | ![(It Must've Been Ol') Santa Claus by Harry Connick, Jr.]() | (It Must've Been Ol') Santa Claus | Harry Connick, Jr. | G Major | 9B | 183 |
| 4 | ![The Blessed Dawn Of Christmas Day by Harry Connick, Jr.]() | The Blessed Dawn Of Christmas Day | Harry Connick, Jr. | F Major | 7B | 108 |
| 5 | ![Let It Snow! Let It Snow! Let It Snow! by Harry Connick, Jr.]() | Let It Snow! Let It Snow! Let It Snow! | Harry Connick, Jr. | E♭ Major | 5B | 135 |
| 6 | ![The Little Drummer Boy by Harry Connick, Jr.]() | The Little Drummer Boy | Harry Connick, Jr. | F♯ Minor | 11A | 99 |
| 7 | ![Ave Maria by Harry Connick, Jr.]() | Ave Maria | Harry Connick, Jr. | A♭ Major | 4B | 131 |
| 8 | ![Parade Of The Wooden Soldiers by Harry Connick, Jr.]() | Parade Of The Wooden Soldiers | Harry Connick, Jr. | C Major | 8B | 115 |
| 9 | ![What Child Is This? by Harry Connick, Jr.]() | What Child Is This? | Harry Connick, Jr. | D Minor | 7A | 80 |
| 10 | ![Christmas Dreaming by Harry Connick, Jr.]() | Christmas Dreaming | Harry Connick, Jr. | C Major | 8B | 62 |
| 11 | ![I Pray On Christmas by Harry Connick, Jr.]() | I Pray On Christmas | Harry Connick, Jr. | F Major | 7B | 126 |
| 12 | ![Rudolph the Red-Nosed Reindeer by Harry Connick, Jr.]() | Rudolph the Red-Nosed Reindeer | Harry Connick, Jr. | G Minor | 6A | 146 |
| 13 | ![O Holy Night by Harry Connick, Jr.]() | O Holy Night | Harry Connick, Jr. | C Minor | 5A | 76 |
| 14 | ![What Are You Doing New Year's Eve? by Harry Connick, Jr.]() | What Are You Doing New Year's Eve? | Harry Connick, Jr. | E♭ Major | 5B | 61 |