| 1 | Winter Wonderland | Ella Fitzgerald | 2:17 |
| 2 | Santa Baby | Eartha Kitt | 2:48 |
| 3 | Rockin’ Around the Christmas Tree | Brenda Lee | 2:06 |
| 4 | Sleigh Ride | Bing Crosby | 2:43 |
| 5 | Have Yourself a Merry Little Christmas | Ella Fitzgerald | 2:57 |
| 6 | Here Comes Santa Claus (Down Santa Claus Lane) | Doris Day | 2:37 |
| 7 | Santa Claus Is Coming to Town | Ella Fitzgerald | 2:20 |
| 8 | It’s the Most Wonderful Time of the Year | Andy Williams | 2:37 |
| 9 | (Everybody’s Waitin’ for) the Man With the Bag | Kay Starr | 2:42 |
| 10 | Baby It’s Cold Outside | Ella Fitzgerald & Louis Jordan | 2:42 |
| 11 | You Don’t Have to Be a Santa Claus (When Christmas Comes Around) | The Mills Brothers | 2:48 |
| 12 | Ole Santa | Dinah Washington | 2:42 |
| 13 | Let It Snow! Let It Snow! Let It Snow! | Ella Fitzgerald | 2:43 |
| 14 | Christmas Night in Harlem | Louis Armstrong | 2:39 |
| 15 | Shake Hands With Santa Claus | Louis Prima | 2:27 |
| 16 | Frosty the Snowman | Ella Fitzgerald | 2:13 |
| 17 | Jingle Bells | Ella Fitzgerald | 2:24 |
| 18 | Sleigh Ride | Ella Fitzgerald | 2:58 |
| 19 | Cool Yule | Louis Armstrong feat. The Commanders | 2:56 |
| 20 | White Christmas | Ella Fitzgerald | 3:46 |
| 21 | Silent Night | Dinah Washington | 2:22 |
| 22 | ’Zat You, Santa Claus? | Louis Armstrong & The Commanders | 2:49 |
| 23 | I’ve Got My Love to Keep Me Warm | Billie Holiday | 3:57 |
| 24 | Good Morning Blues | Ella Fitzgerald | 3:17 |
| 25 | Let It Snow | Diana Krall & The Clayton-Hamilton Jazz Orchestra | 4:01 |
| 26 | The Christmas Song (Merry Christmas to You) | The Nat King Cole Trio | 3:12 |
| 27 | White Christmas | Bing Crosby | 2:59 |
| 28 | I Saw Mommy Kissing Santa Claus | The Beverley Sisters | 2:32 |
| 29 | Here Comes Santa Claus | Bing Crosby, The Andrews Sisters & Vic Schoen and His Orchestra | 3:02 |
| 30 | A Holly Jolly Christmas | Burl Ives | 2:13 |
| 31 | Christmas Island | The Andrews Sisters & Guy Lombardo & His Royal Canadians | 2:36 |
| 32 | All I Want for Christmas (Is My Two Front Teeth) | The Nat King Cole Trio | 2:32 |
| 33 | Santa Claus Got Stuck (in My Chimney) | Ella Fitzgerald | 3:08 |
| 34 | The Christmas Waltz | Peggy Lee | 2:53 |
| 35 | I’ll Be Home for Christmas | Connie Francis | 3:28 |
| 36 | I’d Like You for Christmas | Julie London | 2:36 |
| 37 | I’ll Be Home for Christmas | Jack Jones | 2:55 |
| 38 | The Twelve Days of Christmas | Perry Como & Mitchell Ayres and His Orchestra | 4:01 |
| 39 | This Time of the Year | Brook Benton | 2:27 |
| 40 | Blue Christmas | The Platters | 1:58 |
| 41 | Mele Kalikimaka | Bing Crosby & The Andrews Sisters | 2:55 |
| 42 | The Little Drummer Boy | Peggy Lee | 2:17 |
| 43 | Rudolph the Red‐Nosed Reindeer | Ella Fitzgerald | 2:53 |
| 44 | That’s What I Want for Christmas | Nancy Wilson | 2:19 |
| 45 | Christmas Island | Ella Fitzgerald | 2:19 |
| 46 | Medley: We Three Kings of Orient Are / O Little Town of Bethlehem | Ella Fitzgerald | 3:37 |
| 47 | What Are You Doing New Year’s Eve? | Ella Fitzgerald | 3:33 |
| 48 | The Christmas Song (Chestnuts Roasting on an Open Fire) | Mel Tormé | 2:45 |
| 49 | Little Jack Frost Get Lost | Frankie Carle & Marjorie Hughes | 2:45 |
| 50 | O Little Town of Bethlehem | Sister Rosetta Tharpe | 2:24 |