| 1 | Last Christmas | Wham! | 4:24 |
| 2 | Underneath the Tree | Kelly Clarkson | 3:49 |
| 3 | It’s the Most Wonderful Time of the Year | Andy Williams | 2:32 |
| 4 | Christmas (Baby Please Come Home) | Darlene Love | 2:46 |
| 5 | Feliz Navidad | José Feliciano | 3:02 |
| 6 | Sleigh Ride | Mariah Carey | 2:39 |
| 7 | Blue Christmas | Elvis Presley | 2:07 |
| 8 | Santa Claus Is Comin’ to Town (live at C.W. Post College, Greenvale, NY, December 1975) | Bruce Springsteen | 4:27 |
| 9 | It’s Beginning to Look a Lot Like Christmas | Perry Como & The Fontane Sisters with Mitchell Ayres & His Orchestra | 2:35 |
| 10 | Miss You Most (At Christmas Time) | Mariah Carey | 4:32 |
| 11 | Merry Christmas, Happy Holidays | *NSYNC | 4:12 |
| 12 | Oh Santa! | Mariah Carey feat. Ariana Grande & Jennifer Hudson | 3:20 |
| 13 | (There’s No Place Like) Home for the Holidays (1954 version) | Perry Como | 2:50 |
| 14 | Do You Hear What I Hear? | Whitney Houston | 3:32 |
| 15 | One More Sleep | Leona Lewis | 3:59 |
| 16 | Let It Snow! Let It Snow! Let It Snow! | Frank Sinatra with the B. Swanson Quartet | 2:35 |
| 17 | Frosty the Snowman | The Ronettes | 2:16 |
| 18 | Deck the Halls | Pentatonix | 2:46 |
| 19 | Santa Baby | Eartha Kitt | 3:27 |
| 20 | My Only Wish (This Year) | Britney Spears | 4:15 |
| 21 | Merry Christmas Everyone | Shakin’ Stevens | 3:40 |
| 22 | Happy Holiday / The Holiday Season | Andy Williams | 2:36 |
| 23 | O Holy Night | Céline Dion | 5:20 |
| 24 | Pretty Paper | Roy Orbison | 2:44 |
| 25 | Rudolph the Red‐Nosed Reindeer | Harry Connick, Jr. | 2:30 |
| 26 | I’ll Be Home | Meghan Trainor | 3:39 |
| 27 | This Christmas | Chris Brown | 3:17 |
| 28 | Jingle Bell Rock (Daryl’s version) | Daryl Hall & John Oates | 2:06 |
| 29 | Rudolph the Red‐Nosed Reindeer | Gene Autry | 3:06 |
| 30 | Christmas in Hollis | Run–D.M.C. | 2:58 |
| 31 | Sleigh Ride | TLC | 3:44 |
| 32 | Baby, It’s Cold Outside | Glee Cast feat. Darren Criss | 2:46 |
| 33 | Santa Claus Is Back in Town | Elvis Presley | 2:24 |
| 34 | My Favorite Things | Kelly Clarkson | 2:49 |
| 35 | Have Yourself a Merry Little Christmas | Christina Aguilera | 4:03 |
| 36 | Hard Candy Christmas | Dolly Parton | 3:37 |
| 37 | Frosty the Snowman | Fiona Apple | 2:10 |
| 38 | Every Year, Every Christmas | Luther Vandross | 5:06 |
| 39 | Christmas Day | Dido | 4:03 |
| 40 | Hallelujah | Jeff Buckley | 6:51 |
| 41 | A Marshmallow World | Dean Martin | 2:40 |
| 42 | Joy to the World | Aretha Franklin | 3:01 |
| 43 | Must Be Santa | Bob Dylan | 2:48 |
| 44 | When Christmas Comes Around | Matt Terry | 3:20 |
| 45 | All I Want for Christmas (Is My Two Front Teeth) | Spike Jones and His City Slickers | 3:07 |
| 46 | Winter Song | Sara Bareilles & Ingrid Michaelson | 4:28 |
| 47 | All I Want for Christmas Is New Year’s Day | Hurts | 4:34 |
| 48 | Little Drummer Boy | Pentatonix | 4:15 |
| 49 | Winter | Khalid | 4:01 |
| 50 | Ave Maria | Beyoncé | 3:41 |