Andy Williams defines clockwork precision orchestrated holiday music. He was prolific in the 1960s and 70s and recorded the Most Wonderful Time of the Year.

Wikipedia:

Williams recorded eight Christmas albums over the years, and was known as “Mr. Christmas”,[17] due to his perennial Christmas specials and the success of “It’s the Most Wonderful Time of the Year”.

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Songs

Title Plays
It’s the Most Wonderful Time of the Year 1160
Let It Snow! Let It Snow! Let It Snow! 565
Winter Wonderland 564
Sleigh Ride 321
Happy Holiday / The Holiday Season 137
The First Noël 135
Have Yourself a Merry Little Christmas 102
Silver Bells 63
The Christmas Song (Chestnuts Roasting On an Open Fire) 44
Do You Hear What I Hear? 32