Chart updated this week on: 2026-03-14
1.
Have Yourself a Merry Little Christmas
Kenny G
November 1, 1994
2.
Let It Snow, Let It Snow, Let It Snow
Harry Connick, Jr.
January 1, 1993
3.
My Favorite Things (Studio Version)
Nicole Henry
November 22, 2024
4.
My Favorite Things
Carol Albert
November 21, 2025
5.
It's the Most Wonderful Time of the Year
Harry Connick, Jr.
September 22, 2008
6.
The Christmas Waltz
Harry Connick, Jr.
October 28, 2003
7.
My Favorite Things
Kenny G
May 19, 2003
8.
Joy to the World
Yo-Yo Ma, Dave Brubeck, Paquito D'Rivera & Matt Brubeck
October 14, 2008
9.
Hallelujah
Chris Botti
October 22, 2002
10.
Let It Snow! Let It Snow! Let It Snow!
Kenny G
February 20, 1999
11.
Silent Night
Kenny G
November 1, 1994
12.
Joy to the World
Kenny G
January 1, 2002
13.
Brahms Lullaby
Kenny G
November 1, 1994
14.
The Christmas Blues
Kat Edmonson
November 19, 2021
15.
Let It Snow! Let It Snow! Let It Snow!
Jane Monheit
November 4, 2022
16.
It's The Most Wonderful Time
Jane Monheit
November 4, 2022
17.
My Favorite Things
Matt Dusk, Tom Gaebel & Lou Pomanti
November 22, 2024
18.
Winter Wonderland
Jane Monheit
November 4, 2022
19.
It's Beginning to Look a Lot Like Christmas
Harry Connick, Jr.
August 19, 2010
20.
The First Noel (Live)
Tony Bennett, Plácido Domingo, Steven Mercurio, Vienna Symphony & Gumpoldskirchner Spatzen
October 15, 2001
21.
Winter Weather (Mono Recording)
Peggy Lee & Benny Goodman
December 1, 1941
22.
Winter Wonderland
Ralph Flanagan & His Orchestra
January 1, 1948
23.
The Christmas Song (Chestnuts Roasting on an Open Fire)
Tony Bennett
October 11, 2011
24.
(It Must've Been Ol') Santa Claus
Harry Connick, Jr.
October 26, 1993
25.
Sleigh Ride
Harry Connick, Jr.
January 1, 1993
26.
Rudolph the Red-Nosed Reindeer
Harry Connick, Jr.
October 26, 1993
27.
When My Heart Finds Christmas
Harry Connick, Jr.
January 1, 1993
28.
Frosty The Snowman
Harry Connick, Jr.
October 28, 2003
29.
What Are You Doing New Year's Eve?
Harry Connick, Jr.
January 1, 1993
30.
Winter Wonderland
Chris Botti
October 22, 2002
31.
I Pray On Christmas
Harry Connick, Jr.
January 1, 1993
32.
White Christmas
Kenny G
November 1, 1994
33.
Winter Wonderland
Harry Connick, Jr.
September 22, 2008
34.
Jingle Bells
Harry Connick, Jr.
September 22, 2008
35.
Shake Hands with Santa Claus (Mono Recording)
Louis Prima
January 1, 1958
36.
I'll Be Home For Christmas
Kenny G
February 20, 1999
37.
Silent Night
Chris Botti
October 6, 2006
38.
Have a Holly Jolly Christmas
Harry Connick, Jr.
August 19, 2010
39.
Christmas Time Again
Roy Edwin Williams & Francie
September 1, 2025
40.
O Holy Night
Harry Connick, Jr.
January 1, 1993