| 1 | White Christmas (1947 version) | Bing Crosby, John Scott Trotter and His Orchestra & Ken Darby Singers | 3:05 |
| 2 | Let It Snow! Let It Snow! Let It Snow! (Remastered 2006) | Bing Crosby | 2:05 |
| 3 | Jingle Bells (single version) | Bing Crosby, The Andrews Sisters & The Andrews Sisters | 2:34 |
| 4 | The Christmas Song (single version) | Bing Crosby | 2:54 |
| 5 | Frosty the Snowman (Remastered 2006) | Bing Crosby | 2:13 |
| 6 | Peace on Earth / Little Drummer Boy | Bing Crosby, David Bowie, London Symphony Orchestra, David Bowie & London Symphony Orchestra | 2:39 |
| 7 | We Wish You the Merriest | Frank Sinatra, Bing Crosby, Fred Waring And His Pennsylvanians, Bing Crosby & Fred Waring & His Pennsylvanians | 2:15 |
| 8 | Sleigh Ride (single version) | Bing Crosby | 2:41 |
| 9 | Winter Wonderland (Remastered 2006) | Bing Crosby | 2:24 |
| 10 | Santa Claus Is Comin' to Town (single version) | Bing Crosby, The Andrews Sisters & The Andrews Sisters | 2:44 |
| 11 | Have Yourself a Merry Little Christmas (Remastered 2006) | Bing Crosby | 2:50 |
| 12 | Silver Bells (single version) | Bing Crosby, Carol Richards & Carol Richards | 3:04 |
| 13 | Hark! The Herald Angels Sing / It Came Upon a Midnight Clear (Medley / Remastered 2006) | Bing Crosby | 3:06 |
| 14 | It's Beginning to Look a Lot Like Christmas | Bing Crosby | 2:46 |
| 15 | Here Comes Santa Claus (Right Down Santa Claus Lane) (single version) | Bing Crosby, The Andrews Sisters & The Andrews Sisters | 3:03 |
| 16 | Mele Kalikimaka (single version) | Bing Crosby, The Andrews Sisters & The Andrews Sisters | 2:55 |
| 17 | Do You Hear What I Hear? (Remastered 2006) | Bing Crosby | 2:45 |
| 18 | Twelve Days of Christmas (single version) | Bing Crosby, The Andrews Sisters & The Andrews Sisters | 3:23 |
| 19 | Rudolph the Red-Nosed Reindeer (single version) | Bing Crosby | 2:15 |
| 20 | God Rest Ye Merry Gentlemen | Bing Crosby | 2:19 |
| 21 | I'll Be Home for Christmas (single version) | Bing Crosby | 2:53 |
| 22 | A Marshmallow World (single version) | Bing Crosby | 2:40 |
| 23 | The First Nowell (single version) | Bing Crosby | 2:35 |
| 24 | O Holy Night (Remastered 2006) | Bing Crosby | 3:34 |
| 25 | I Wish You a Merry Christmas (Remastered 2006) | Bing Crosby | 1:55 |
| 26 | Little Jack Frost, Get Lost | Bing Crosby, Peggy Lee & Peggy Lee | 1:52 |
| 27 | Christmas Carols: Deck the Halls / Away in a Manger / I Saw Three Ships (single version) | Bing Crosby | 3:27 |
| 28 | I Heard the Bells on Christmas Day (single version) | Bing Crosby, The Ken Darby Singers & Ken Darby Singers | 2:46 |
| 29 | Silent Night | Bing Crosby | 2:36 |
| 30 | Happy Holiday (From "Holiday Inn" Soundtrack) | Bing Crosby, The Music Maids & John Scott Trotter and His Orchestra | 2:25 |