| 1 | The Christmas Song | Nat King Cole |
| 2 | Christmas In Love | Renee Olstead |
| 3 | White Christmas | Bing Crosby |
| 4 | The Christmas Song | Michael Buble/Celine Dion |
| 5 | It's the Most Wonderful Time of the Year | Andy Williams |
| 6 | Baby, It's Cold Outside | Dean Martin |
| 7 | The Christmas Waltz | Frank Sinatra |
| 8 | Peace on Earth/Little Drummer Boy | Bing Crosby/David Bowie |
| 9 | Let it Snow, Let it Snow, Let it Snow | Dean Martin |
| 10 | Have Yourself a Merry Little Christmas | Judy Garland |
| 11 | Santa Baby | Eartha Kitt |
| 12 | What Are You Doing New Year's Eve | Steve Tyrell |
| 13 | Happy Holiday/The Holiday Season | Steve & Eydie |
| 14 | Merry Christmas Darling | Carpenters |
| 15 | Cool Yule | Louis Armstrong |
| 16 | Baby, It's Cold Outside | Brian Setzer with Ann-Margret |
| 17 | Grown Up Christmas Wish | Michael Buble |
| 18 | I Wouldn't Trade Christmas | Frank Sinatra & Family |
| 19 | Christmas Time is Here | Ray Charles |
| 20 | Jingle Bells | Brian Setzer Orchestra |
| 21 | We Need a Little Christmas | Angela Lansbury |
| 22 | O Holy Night | Josh Groban |
| 23 | My Favorite Things | Tony Bennett |
| 24 | Blue Christmas | Renee Olstead |
| 25 | Holly Jolly Christmas | Burl Ives |
| 26 | The Man with the Bag | Kay Starr |
| 27 | Frosty the Snowman | Jimmy Durante |
| 28 | Rudolph, The Red-Nosed Reindeer | Gene Autry |
| 29 | Silver Bells | Harry Connick Jr. |
| 30 | What Are You Doing New Year's Eve | Diana Krall |
| 31 | What Ever Happened to Christmas | Frank Sinatra & Family |
| 32 | Christmas Blues | Steve Tyrell |
| 33 | Silent Night | Susan Boyle |
| 34 | We Wish You the Merriest | Frank Sinatra/Bing Crosby |
| 35 | Merry Christmas Baby | Steve Tyrell |
| 36 | Sleigh Ride | Steve & Eydie |
| 37 | Baby, It's Cold Outside | Steve & Eydie |
| 38 | Santa Claus Got Stuck in My Chimney | Ella Fitzgerald |
| 39 | I'll Be Home for Christmas | Michael Buble |
| 40 | Santa Claus is Coming to Town | Tony Bennett |
| 41 | Christmas Blues | Dean Martin |
| 42 | Christmas Time is Here | Diana Krall |
| 43 | I Want a Hippopotamus for Christmas | Gayla Peavey |
| 44 | I've Got My Love to Keep Me Warm | Tony Bennett/Antonia Bennett |
| 45 | Christmas Auld Lang Syne | Bobby Darin |
| 46 | Have Yourself a Merry Little Christmas | Ella Fitzgerald |
| 47 | What Are You Doing New Year's Eve | Harry Connick Jr. |
| 48 | Good King Wenceslas | Mel Torme |
| 49 | I Like a Sleigh Ride | Peggy Lee |
| 50 | Jingle Bells | Diana Krall |
| 51 | My Favorite Things | Barbra Streisand |
| 52 | White Christmas | Michael Buble |
| 53 | Mele Kalikimaka | Bing Crosby/Andrews Sisters |
| 54 | You're A Mean One, Mr. Grinch | Thurl Ravenscroft |
| 55 | Marshmallow World | Dean Martin |
| 56 | The First Noel | Natalie Cole |
| 57 | Baby, It's Cold Outside | Steve Tyrell/Jane Monheit |
| 58 | Christmas Time is Here | Vince Guaraldi |
| 59 | Carol of the Bells | David Foster |
| 60 | Zat You, Santa Claus | Louis Armstrong |
| 61 | Boogie Woogie Santa Claus | Brian Setzer |
| 62 | Caroling Caroling | Nat King Cole |
| 63 | It's Beginning to Look A Lot Like Christmas | Johnny Mathis |
| 64 | This Time of Year | Steve Tyrell |
| 65 | Silent Night | Frank Sinatra |
| 66 | Christmas Time in Tinseltown | Big Bad Voodoo Daddy |
| 67 | God Rest Ye Merry Gentlemen | Matt Belsante |
| 68 | Do You Hear What I Hear | Andy Williams |
| 69 | Here Comes Santa Claus | Gene Autry |
| 70 | My Favorite Things | Peter Cincotti |
| 71 | Here We Come A Caroling | Perry Como |
| 72 | Toyland | Doris Day |
| 73 | Little Drummer Boy | Lou Rawls |
| 74 | The Man with the Bag | Jane Monheit |
| 75 | What Child is This | Harry Connick Jr. |
| 76 | Sleigh Ride | Ella Fitzgerald |
| 77 | Silver Bells | Johnny Mathis |
| 78 | Christmas Time All Over the World | Sammy Davis, Jr. |
| 79 | Baby, It's Cold Outside | Matt Belsante/Annie Sellick |
| 80 | The Twelve Days of Christmas | Frank Sinatra & Family |
| 81 | Let it Snow, Let it Snow, Let it Snow | Michael Buble |
| 82 | Peace on Earth/Silent Night | Dean Martin |
| 83 | I Heard the Bells on Christmas Day | Jane Monheit |
| 84 | Snow | Rosemary Clooney |
| 85 | Christmas Time is Here | Debby Boone |
| 86 | What Are You Doing New Year's Eve | Steve & Eydie |
| 87 | I'll Be Home for Christmas | Frank Sinatra |
| 88 | The First Noel | Nat King Cole |
| 89 | Mary's Boy Child | Harry Belafonte |
| 90 | Baby, It's Cold Outside | Ray Charles/Betty Carter |
| 91 | Mr. Heat Miser | Big Bad Voodoo Daddy |
| 92 | All I Want for Christmas | Ray Charles |
| 93 | I'd Like You for Christmas | Julie London |
| 94 | Santa Baby | Marilyn Monroe |
| 95 | Winter Wonderland | Rosemary Clooney |
| 96 | Santa Claus is Coming to Town | Frank Sinatra |
| 97 | This Christmas | Jane Monheit |
| 98 | Santarific | Harry Connick Jr. |
| 99 | We Three Kings | Big Bad Voodoo Daddy |
| 100 | Merry Christmas Baby | Lou Rawls |
