Nice collection of festive tunes !!
I began a playlist to go with this. However it's a work in progress. Perhaps you can help me add additional time stamps.
00:00 Santa Claus Coming to Town (Bing Crosby, with The Andrews Sisters; recorded on Decca, September 27, 1943)
02:44 White Christmas (written by Irving Berlin, performed Bing Crosby, recorded on Decca, 1942)
06:06 Let It Snow (vocal Conne Boswell, with Russ Morgan & Orches, Nov 27, 1945)
08:55 The Christmas Song (Nat King Cole, June 1946)
12:08 Here Comes Santa Claus (Doris Day)
14:50 Winter Wonderland (Perry Como)
17:23 Merry Christmas (Judy Garland)
Sleigh Ride (Leroy Anderson arr.)
Rudolph the Red Nosed Reindeer (Harry Babbitt)
All I Want for Christmas is My Two Front Teeth (Spike Jones & City Slickers)
The Mistletoe Kiss Polka (Margaret Whiting)
There Is NO Christmas Like a Home Christmas (Perry Como)
Christmas Night in Harlem (Paul Whteman & Orch)
The Fairy On the Christmas Tree (Gracie Fields)
Don't Wait Till the Night Before Christmas (Dick Robertson & Orch)
Christmas Dreaming (a Little Early this Year, Frank Sinatra)
Swingin' Them Jingle Bells (Fats waller & his Rhythm)
The Little Boy That Santa Claus Forgot (Phyllis Robins)
I'm Going Home for Christmas (Sydney Lipton & Grosvenor House Band)
That Christmas Feeling (Perry Como)
Frosty the Snowman (Harry Babbitt)
Have Yourself A Merry Little Christmas (Judy Garland)
The Twelve Days of Christmas (Bing Crosby & Andrews Sisters)
The Merry Christmas Polka (Dinah Shore)
reference.
Someone in the comments already did a list
Rick88888888
10 months ago
Great Collection of vintage Christmas Music! I have managed to list all the songs:
00:00 - Bing Crosby - Santa Claus Is Comin' To Town, 1943(?)
02:42 - Frank Sinatra - White Christmas, 1946
06:06 - Connie Boswell - Let It Snow! Let It Snow! Let It Snow!, 1946
08:55 - Nat King Cole - The Christmas Song (Merry Christmas to You), 1946
12:08 - Doris Day - Here Comes Santa Claus, 1949
14:48 - Perry Como - Winter Wonderland, 1946
17:22 - Judy Garland - Merry Christmas Song, 1949
20:09 - Leroy Anderson - Sleigh Ride, 1948
23:00 - Harry Babbitt - Rudolph The Red Nosed Reindeer, 1949
25:26 - Spike Jones & His City Slickers - All I Want For Christmas (Is My Two Front Teeth), 1948
28:38 - Margaret Whiting & Paul Weston - The Mistletoe Kiss Polka,
31:16 - Perry Como - There's No Christmas Like a Home Christmas, 1941
34:34 - Paul Whiteman - Christmas Night In Harlem, 1940
38:03 - Gracie Fields - The Fairy On The Christmas Tree, 1939
41:10 - Dick Robertson - Don't Wait Till The Night Before Christmas, 1939
43:52 - Frank Sinatra - Christmas Dreaming (A Little Early This Year), 1947
46:52 - Fats Waller - Swinging them Jingle Bells
49:52 - Phyllis Robins - The Little Boy That Santa Claus Forgot, 1937
52:52 - Sydney Lipton - I'm Going Home For Christmas, 1935
55:46 - Perry Como - That Christmas Feeling, 1946
59:02 - Harry Babbitt with The Heartbeats - Frosty The Snowman, 1949
61:22 - Judy Garland - Have Yourself A Merry Little Christmas (special version), 1944
64:08 - Bing Crosby & The Andrews Sisters - The Twelve Days Of Christmas, 1949
67:32 - Dinah Shore - The Merry Christmas Polka, 1949.
so no 1920's versions and only a couple late 1930's songs. The majority is 1940's.