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Best Christmas Songs: Crooner Classics

Updated on December 22, 2007
© Joanne Matsakis
© Joanne Matsakis

This is the second list of my personal faves. (Rockin' Christmas songs were first.) These are the traditional classics, and I've listed the versions I most prefer. There are other versions I love, of course, but hey, I can't just be making a list for every little thing, now can I? I've also included two videos of 2 songs that almost made the list, sung by 2 of my favorite singers, Andy Williams and Perry Como. I wish I could have found the others for you! All of these are available at iTunes, so go on and get your Christmas groove on!

The Most Wonderful Time of the Year

(Andy Williams)

Andy Williams has the best voice of any of the crooners. And I say that with great seriousness. You may prefer other singers over him - I personally prefer Dean Martin's music and slick style - but there is no disputing that the greatest voice of them all was owned by this man. Not to mention the sexiest. The timbre and texture and ease with which he sings was/is incredible. When I was a kid, every single house had Andy Williams on the stereo and on TV at Christmas. That's cos he was pretty much known as Mr. Christmas. I don't think anyone my age or older doesn't know this song - and I'm pretty sure the version you're most familiar with is his. It was his theme song, more or less. I couldn't find a video of it, but I did find a video of him singing Silent Night, so I've included it as a bonus.

Bonus: Andy Williams Singing Silent Night

White Christmas

(Bing Crosby)

No matter how many people cover this, it's always going to be Bing's song. And it's always going to make me think of that hotel in Vermont, with the doors opening and snow falling down and Rosemary Clooney and everyone else gather round that huge tree. No Christmas is complete without this one.

Baby It's Cold Outside

(Dean Martin)

Plenty of versions of this - nothing compares to Dino's, though. He knows how to live a song like no one else. There are actually a couple of versions of Dino singing it; you want the one with the chorus of chicks, not a solo singer. It sounds so much better that way. This is a classic, make sure you get it!

Jingle Bells

(Barbara Streisand)

If you've never heard this version - it's the best. Jingle Bells was a boring little diddy until Babs got hold of it. I remember my mother playing this all the time when I was a kid (along with every other Streisand record!) and I always loved this one the most. It's really a fun song, you'll want this on your iPod.

Evan's First Gingerbread House.

© Trey Ratcliff
© Trey Ratcliff

It Came Upon A Midnight Clear

(Frank Sinatra)

This was one my favorite carols to sing as a kid, just because I could play it and sing it at the same time. There are a few singers who really make this shine, but I like Sinatra's the best. His version is just fantastic. He's done tons of holiday recordings, and, in my opinion, this is his best. His voice is really spot-on in this song - it's almost magical. Give it a listen!

Carol of the Bells

(Johnny Mathis)

Johnny has a great voice, and my mother always had his records on when I was a little kid. This is one of my favorite songs, and his version is better than any other I can think of. The background singers really do a great job, and he blends in with them so well it's just too darned impressive.

Do You Hear What I Hear?

(Perry Como)

Ok, I know I already said something else was my favorite, but this was too. I love this song, and as a kid I really used to sing this one nonstop. Perry Como's sexy, manly voice really really makes it worth listening to, so make sure you get his version.

Bonus: Perry Como: It's Beginning to Look a Lot Like Christmas

The Christmas Song

(Mel Torme)

A lot of people don't know this song just from the title, so I'll clarify that this is the one that starts with "Chestmuts roasting on an open fire". Now you know, right? Ok. Well, the Nat King Cole version is pretty famous, but, to me, this is Mel Torme's song. Mostly cos he wrote it, and also cos I just think he sings it the best.

Have Yourself a Merry Little Christmas

(Judy Garland)

Did anyone ever sing this as well as Judy? Rosemary came pretty close, but I prefer this version. For some reason, despite the words, this song always sounds a bit melancholy. Actually, sometimes it sounds downright sad - but it always sounds fantastic, whatever the mood!

What Child Is This?

(Harry Connick, Jr.)

Yes, I know, Harry's not a classic crooner, the guy's only 40 year old or summat. He does, however, sound like one, and he's been recording for so long I figure that counts for something. There are other versions I prefer - Andy Williams, for example, but I didn't want to include him 3 times! This version is perfectly lovely so go on and put it on your iPod!


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    • profile image

      Diane Perrine 

      11 years ago

      I agree with you 100% about Andy Williams having the best voice of any of the crooners. Personally, I think it only mirrors his genuinely kind soul and spirit and you just can't buy that quality.

      Ocala, Florida

    • mp3audiobooks profile image


      13 years ago from Switzerland

      Missed that hub befor X-Mas, as we were on the road. But at my parents home Bing Crosby certainly was present :-). To listen to these classics and the great voices gives me great pleasure every X-Mas. These are all people who know / knew how to sing! Great hub!

    • Isabella Snow profile imageAUTHOR

      Isabella Snow 

      13 years ago

      Thanks, William! :) I think Andy Williams was Mr. Christmas, but I'll let you slide with ol' Bing. ;))

    • William F. Torpey profile image

      William F Torpey 

      13 years ago from South Valley Stream, N.Y.

      I really enjoyed this hub very much, Isabella. Everyone has his or her own favorites, but if there's such a thing as Mr. Christmas it's Bing Crosby. His "White Christmas" is the best selling record of all time, but it's only one of his many great hits.

    • Isabella Snow profile imageAUTHOR

      Isabella Snow 

      13 years ago

      Cgull - Thanks! I dunno who that is, I'll have to google him. :)

      Alfred - Thank you! :)

      Zsuzsy - I'm glad you agree! :))

    • Zsuzsy Bee profile image

      Zsuzsy Bee 

      13 years ago from Ontario/Canada

      Isabella! Great choices, my all time favorite in Johnny Mathis. (I'm listening to him right now)

      Great HUB

      regards Zsuzsy

    • alfred1128 profile image


      13 years ago from Southern Illinois

      You brought to mind many great memories. Thanks. Love the hub.

    • cgull8m profile image


      13 years ago from North Carolina

      Great Songs, I love the classics, when I see remake I don't like them that much. However some new songs are good also, I listened to Ave Maria by Chris Botti, incredible song, also he played Silent Night, which wasgood also.

    • Isabella Snow profile imageAUTHOR

      Isabella Snow 

      13 years ago

      Athlyn - Thank you! I'm glad you liked them! :)

      Compusmart - Yeah, I loved that santa pic, poor kids!! Santa looks scared, too, poor man! ;)

    • compu-smart profile image

      Tony Sky 

      13 years ago from London UK

      This Hub was really enjoyed Isabella:) and those 2 girls in the pic look absoluetly petrified!


    • profile image

      Athlyn Green 

      13 years ago

      Great Hub, Isabella, and super pics. What would be do with out X-mas tunes? Christmas brings out the kid in all of us.


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