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Listen to three Christmas episodes of Fred Allen's various radio shows: Here, here and here.
Here's a huge onslaught of Christmas themed episodes of The Jack Benny Show from the thirties, forties and fifties. They're arranged chronilogically. Enjoy!
December 10th, 1938
Christmas Day, 1938
December 17th, 1939
Christmas Eve, 1939
December 22nd, 1940
January 5th, 1941 - Jack returns Christmas gifts
December 21st, 1941
December 21st, 1942
December 26th, 1943
Christmas Eve, 1944
December 22nd, 1946
December 21st, 1947
December 19th, 1948
December 18th, 1949
December 17th, 1950
Christmas Eve, 1950
December 23rd, 1951
December 21st, 1952
December 13th, 1953
December 20th, 1953
December 5th, 1954
December 11th, 1954
December 19th, 1954
December 26th, 1954
And a clip from the Jack Benny television show with Dennis Day and Richard Deacon.

This is easily my favorite episode of the Dragnet radio program. A child is murdered by another child, and Jack Webb's show includes a progressive theme for one time only. Listen to this classic Old Time Radio episode here.
Sponsored by FEEL-IP-MORRRR-EEEEEES! Here's the Christmas episode of Uncle Milty's radio program. I'm pretty sure it originally aired in December of '47. Listen to the whole thing here.
The Doris Day Show does a take-off on late night talk shows in this episode. Bob Crane plays a character that is obviously patterned after Jack Paar (although his clothing reflects Johnny Carson) and his producer is a bit of an in-joke, patterned after Tonight Show producer Fred De Cordova.