Along with all that you mentioned, Andy Williams and Ella Fitzgerald are biggies for me as well! Harry Connick Jr., John Pizzarelli and Diane Krall are modern day crooners with good Christmas albums too!
How very cool to see so many fans of the classic 'crooners'. I grew up listening to these on my parent's albums and to be, they personify that Christmas feeling. My youngest brother and I have been comparing Christmas CDs and such and I send him songs he doesn't have and he does the same for me.
i like bing crosbie and david bowie singing the little drummer boy. frank sinatras silent night is wonderful too.
I love all those you mentioned but one of my favorites has always been Nat King Cole.
Love Bing Crosby's Christmas music!
I agree with devoy26 and christmasfantastic, of the crooners Bing & David Bowie has got to be one of my tops.
However, hands down, it's just not Christmas without Frank Sinatra's "Have Yourself a Merry Little Christmas".