| # | Title | Artist | Rating | Length |
|---|
| 1 | Happy Xmas (War Is Over) | John Lennon, The Harlem Community Choir, The Plastic Ono Band & Yoko Ono | | 3:34 |
| 2 | Last Christmas | Wham! | 4.4 | 4:28 |
| 3 | My Only Wish (This Year) | Britney Spears | | 4:16 |
| 4 | Joy to the World | Whitney Houston with The Georgia Mass Choir | | 4:42 |
| 5 | Have Yourself a Merry Little Christmas | Rod Stewart | | 4:30 |
| 6 | All I Want for Christmas Is You | Sarah De Bono | | 4:14 |
| 7 | Christmas Wrappping | Spice Girls | | 4:18 |
| 8 | Hark the Herald Angel Sing | Boney M. | | 3:05 |
| 9 | Little Saint Nick | The Beach Boys | | 2:02 |
| 10 | Christmas Conga | Cyndi Lauper | | 3:32 |
| 11 | Merry Christmas, Happy Holidays | *NSYNC | 2 | 4:14 |
| 12 | Christmas in Downtown LA | Far East Movement featuring MNEK | | 3:11 |
| 13 | Sleigh Ride | TLC | | 3:46 |
| 14 | Santa Clause Is Coming to Town | Michael Bolton | | 4:05 |
| 15 | I Have a Dream | Westlife | | 4:07 |
| 16 | I’ll Be Home for Christimas | Kelly Clarkson | 4 | 2:55 |
| 17 | Do You Hear What I Hear | Carrie Underwood | 3 | 4:13 |
| 18 | Let It Snow! Let It Snow! Let It Snow | Dean Martin | | 1:57 |
| 19 | Merry Christmas Baby | Karise Eden | | 3:14 |
| 20 | Winter Wonderland- recording engineer:
- Al Schmitt (in 2005)
- producer:
- Diana Krall and Tommy LiPuma
- mixer:
- Al Schmitt
- alto saxophone:
- Jeff Clayton and Keith Fiddmont
- baritone saxophone and bass clarinet:
- Adam Schroeder
- bass:
- Robert Hurst (in 2005)
- clarinet:
- Keith Fiddmont, Charles Owens and Rickey Woodard
- drums (drum set):
- Jeff Hamilton (in 2005)
- flute:
- Jeff Clayton
- French horn:
- David Duke , Rick Todd, Brad Warnaar and Joe Meyer (in 2005)
- guitar and solo guitar:
- Anthony Wilson
- percussion:
- Joe Porcaro
- piano:
- Diana Krall (in 2005)
- solo tenor saxophone:
- Rickey Woodard
- tenor saxophone:
- Charles Owens and Rickey Woodard
- trombone:
- George Bohanon, Ira Nepus and Ryan Porter
- trumpet:
- Rick Baptist, William Barnhart, Sal Cracchiolo, Gilbert Castellanos and Clay Jenkins
- tuba:
- Tommy Johnson
- vocals:
- Diana Krall (in 2005)
- orchestra:
- The Clayton/Hamilton Jazz Orchestra
- conductor:
- John Clayton
- arranger:
- John Clayton
- phonographic copyright (℗) by:
- Verve Music Group (in 2005)
- recorded at and mixed at:
- Capitol Studios in Hollywood, United States
- recording of:
- Winter Wonderland (in 2005)
- lyricist:
- Richard B. Smith
- composer:
- Felix Bernard
- publisher:
- Bregman, Vocco & Conn, Inc., EMI Music , Francis, Day & Hunter, Redwood Music Ltd. , Warner Chappell Music Inc., WB Music Corp. (until 2019-05-28) and WC Music Corp. (from 2019-05-28 to present)
| Diana Krall featuring The Clayton‐Hamilton Jazz Orchestra | | 3:15 |
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