| 1 | Santa Claus Is Comin’ to Town | Frank Sinatra | 2:34 |
| 2 | The Twelve Days of Christmas | Ray Conniff | 4:19 |
| 3 | (It Must’ve Been Ol’) Santa Claus | Harry Connick, Jr. | 4:36 |
| 4 | Have Yourself a Merry Little Christmas | Tony Bennett | 3:02 |
| 5 | Every Year, Every Christmas | Luther Vandross | 5:05 |
| 6 | Adeste Fideles (O Come All Ye Faithful) | Frank Sinatra with The Ken Lane Singers | 2:36 |
| 7 | Here We Come A‐Caroling / We Wish You a Merry Christmas | Perry Como | 1:38 |
| 8 | Ring Christmas Bells | Ray Conniff | 2:29 |
| 9 | O Christmas Tree | Tony Bennett | 3:27 |
| 10 | Snow | Rosemary Clooney with Percy Faith & His Orchestra | 2:41 |
| 11 | I’ll Be Home for Christmas | Elvis Presley | 1:55 |
| 12 | Medley: Caroling, Caroling / The First Noel / Hark! The Herald Angels Sing / Silent Night | Perry Como | 4:50 |
| 13 | It’s the Most Wonderful Time of the Year | Harry Connick, Jr. | 3:28 |
| 14 | Blue Christmas | Dean Martin | 2:14 |
| 15 | Auld Lang Syne | Kenny G | 4:53 |
| 16 | Merry Christmas Baby | Elvis Presley | 5:43 |
| 17 | Do You Hear What I Hear | Gladys Knight & the Pips | 3:56 |
| 18 | Let It Snow! Let It Snow! Let It Snow! | Andy Williams | 2:16 |
| 19 | Silent Night, Holy Night | Mahalia Jackson | 5:03 |
| 20 | A Hazy Shade of Winter | Simon & Garfunkel | 2:17 |
| 21 | The Christmas Song (Chestnuts Roasting on an Open Fire) | Johnny Mathis | 4:16 |
| 22 | Kay Thompson’s Jingle Bells | Andy Williams | 2:04 |
| 23 | Frosty the Snowman | The Ray Conniff Singers | 2:18 |
| 24 | Christmas in Dixie | Kenny Chesney | 3:38 |
| 25 | Winter Weather (mono recording) | Peggy Lee | 3:00 |
| 26 | It Won’t Seem Like Christmas (Without You) | Elvis Presley | 2:42 |
| 27 | We Wish You a Merry Christmas | Patti Page | 1:59 |
| 28 | Away in a Manger | Julie Andrews | 3:52 |
| 29 | Happy Holiday | Percy Faith & His Orchestra & Chorus | 1:58 |
| 30 | Winter Wonderland | Dean Martin | 2:07 |
| 31 | Jingle Bells? | Barbra Streisand | 1:54 |
| 32 | Mary’s Boy Child | Harry Belafonte | 2:58 |
| 33 | Silver Bells (from “The Lemon Drop Kid”) | Perry Como | 2:30 |
| 34 | Here Comes Santa Claus (Down Santa Claus Lane) | Doris Day | 2:36 |
| 35 | Hark! The Herald Angels Sing | Mahalia Jackson | 3:37 |
| 36 | I Saw Mommy Kissing Santa Claus | Jimmy Boyd | 2:29 |
| 37 | White Christmas | Willie Nelson | 2:44 |
| 38 | 7 O’Clock News / Silent Night | Simon & Garfunkel | 2:02 |
| 39 | The Night Before Christmas Song | Gene Autry | 2:48 |
| 40 | We Need a Little Christmas | Angela Lansbury | 3:02 |
| 41 | A Christmas to Remember | Dolly Parton | 3:42 |
| 42 | Panis Angelicus | Il Divo | 3:44 |
| 43 | All I Want for Christmas Is You | Tony Bennett | 4:16 |
| 44 | When a Child Is Born (Soleado) | Gladys Knight & the Pips feat. Johnny Mathis | 3:56 |
| 45 | (There’s No Place Like) Home for the Holidays | Barry Manilow | 2:25 |
| 46 | The Christmas Waltz | Johnny Mathis | 2:36 |
| 47 | Once Upon a Christmas | Dolly Parton | 4:24 |
| 48 | Sleigh Ride | Tex Beneke with Paula Kelly | 3:00 |
| 49 | Snowfall | Doris Day | 3:20 |
| 50 | Christmas Present | Doris Day | 2:47 |
| 51 | Because It’s Christmas (For All the Children) / Excerpt From Händel’s Messiah (“For Unto Us a Child Is Born…”) | Barry Manilow | 3:52 |
| 52 | O Little Town of Bethlehem | Jim Reeves | 2:17 |
| 53 | What Are You Doing New Year’s Eve? | Barbra Streisand | 3:53 |
| 54 | The Little Road to Bethlehem | Judy Collins | 2:49 |
| 55 | C‐H‐R‐I‐S‐T‐M‐A‐S | Eddy Arnold | 2:27 |
| 56 | My Christmas Prayer | Bobby Vinton | 3:15 |
| 57 | Swingin’ Them Jingle Bells | Fats Waller | 2:56 |
| 58 | Santa Claus Came in the Spring (from “Beat the Band”) | Benny Goodman | 3:09 |
| 59 | This Christmas | Gladys Knight & the Pips | 3:27 |
| 60 | Parade of the Wooden Soldiers | Ford Leary with Larry Clinton & His Orchestra | 2:41 |
| 61 | That’s What I Want for Christmas | Nancy Wilson | 2:18 |
| 62 | Little Drummer Boy | Henry Mancini | 3:14 |
| 63 | It Came Upon a Midnight Clear (78rpm version) | Frank Sinatra with Axel Stordahl & His Orchestra | 3:25 |
| 64 | And the Angels Sing | Della Reese | 2:39 |
| 65 | Oh Happy Day | The Edwin Hawkins Singers | 5:08 |