Song Artist Song Clip 1 I'll Be Thinking Of You (At Christmas Time) Turner Layton 2 The Fairy On The Christmas Tree Gracie Fields 3 That Christmas Feeling Perry Como 4 The Little Boy That Santa Claus Forgot Vera Lynn 5 I'm Sending A Letter To Santa Claus Vera Lynn 6 Wonderful Christmas Night Dan Grissom 7 Christmas Candles Andrews Sisters 8 Christmas Island Andrews Sisters with Guy Lombardo 9 I Believe Frank Sinatra 10 Ol' Saint Nicholas Doris Day 11 Have Yourself A Merry Little Christmas Judy Garland 12 December Kay Starr 13 The Christmas Spell Anne Shelton 14 Wherever You Are Billie Holiday 15 An Old Christmas Card Ray Smith 16 The Jolly Old Man In The Bright Red Suit Vaughn Monroe And The Moon Maids 17 My Christmas Song For You Martha Mears 18 I Want A Dog (For Christmas) Billy Mayo Quintet 19 All Around The Christmas Tree Mark Warnow & Dick Todd 20 A Merry American Christmas Dinah Shore 21 It's Santa Claus Scott Macgregor 22 Merry Christmas Judy Garland 23 Merry Christmas (independent label) Mary Berghoff 24 When Jesus Was Born Sons Of Heaven 25 Santa Claus Is Comin' To Town (Capitol Promo) Johnny Mercer 26 Christmas Dreaming Frank Sinatra 27 That Christmas Feeling Perry Como 28 Picnic In the Snow The Squadronaires