Holidays & Seasonal

Top 11 Best Christmas Songs & Videos

I couldn't pick just 10! Enjoy this video sampling of some of my favorite traditional and newer classic Christmas song videos. Everyone seems to have their own favorite Christmas song. What's yours?

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White Christmas - Bing Crosby

If you are a senior or baby boomer, you couldn't have missed seeing Bing Crosby in a classic Christmas movie at the theatre or on television. Two of his movies featured his arresting version of White Christmas: Holiday Inn (1942), and White Christmas (1954). Below, Bing Crosby sings his classic White Christmas to co-star Marjorie Reynolds in 1942's Holiday Inn.

As Bing Crosby sings in White Christmas,

May your days be merry and bright

and may all your Christmases be white


A New York Christmas - Rob Thomas

New York City at Christmas time has been a popular theme in movies, from senior citizen and baby boomer favourites like Miracle on 34th Street (1947), to more modern favourites like Trading Places (1983), Home Alone 2: Lost in New York (1992), and The Night Before (2015). Below, Rob Thomas performs his original song A New York Christmas (2003) live at Rockefeller Center in 2009.  

As Rob Thomas sings in A New York Christmas,

Call on your Angels, come down to the city

Crowd around the big tree, all you strangers who know me

Bring your compassion, your understanding


It's the Most Wonderful Time of the Year - Andy Williams

Whether you're a senior or baby boomer (or not), you may like Andy Williams singing his classic up-beat Christmas song It's the Most Wonderful Time of the Year, below. 

As Andy Williams sings in It's the Most Wonderful Time of the Year,

It's the most wonderful time of the year

There'll be much mistletoeing, and hearts will be glowing

When loved ones are near


Have A Holly Jolly Christmas - Burl Ives

As millions of 50+ baby boomers & seniors will remember, Burl Ives singing the classic Christmas song Have A Holly Jolly Christmas (composed by Johnny Marks), is featured in the animated TV film Rudolph the Red-Nosed-Reindeer, below. 

As Burl Ives sings in Holly Jolly Christmas:

Have a holly, jolly Christmas; and when you walk down the street,

Say Hello to friends you know and everyone you meet


Little Drummer Boy / Peace on Earth - Bing Crosby & David Bowie

Bing Crosby's last television special was filmed in London in 1977, with special guest David Bowie, and spawned this "modern" favourite duet - Little Drummer Boy/Peace on Earth. Although both David Bowie and Bing Crosby are gone now, special moments and songs like Little Drummer Boy/Peace on Earth  live on in video for us to enjoy.

As David Bowie & Bing Crosby sing in Little Drummer Boy/Peace on Earth,

When men of good will live in peace, live in peace again.

Peace on Earth

Can it be, can it be?


Have Yourself A Merry Little Christmas - Judy Garland, or Sam Smith?

Courtesy of the incandescent Judy Garland and the classic movie Meet Me in St. Louis (1944) - the song Have Yourself a Merry Little Christmas was first introduced to Christmas music fans over 70 years ago. Below, in a scene from Meet Me in St. Louis (1944), Judy Garland sings Have Yourself a Merry Little Christmas

How does Judy Garland's version of Have Yourself a Merry Little Christmas compare to Sam Smith's version in 2014 (below)? 

As both Judy Garland and Sam Smith sing in Have Yourself a Merry Little Christmas,

Have yourself a merry little Christmas, Let your heart be light

From now on, our troubles will be out of sight


Feliz Navidad - José Feliciano

José Feliciano classic Christmas song Feliz Navidad was first released by him in 1970. Below, an older José Feliciano gets some help from former Hall & Oates singer Daryl Hall in 2010, to sing Feliz Navidad.

As José Feliciano sings in Feliz Navidad,

Feliz Navidad, próspero año y felicidad,

I wanna wish you a Merry Christmas from the bottom of my heart


Santa Claus is Coming to Town - Frank Sinatra / Seal

You may be a traditionalist and like Frank Sinatra singing Santa Claus is Coming to Town; or perhaps you're a Seal fan? Here you get the best of both as they magically combine forces in a digital duet version of Santa Claus is Coming to Town, below.

As Frank Sinatra and Seal sing in Santa Claus is Coming to Town,

Gonna find out Who's naughty and nice

Santa Claus is coming to town


Winter Wonderland - Anne Murray

First written and performed in 1934, Winter Wonderland quickly became a favorite holiday tune and has since been performed by hundreds of artists. Dean Martin, Connie Francis, Perry Como, Johnny Mercer, Doris Day, Johnny Mathis, and many others have included Winter Wonderland on their Christmas albums. I like Canadian songbird Anne Murray's version of Winter Wonderland, below.  

 As Anne Murray sings in Winter Wonderland,

As we dream by the fire

To face unafraid

The plans that we've made

Walking in a winter wonderland


I'll Be Home For Christmas Elvis Presley

Seniors may remember when Bing Crosby's recording of the sentimental I'll Be Home for Christmas (1943) was first released. While World War II raged on, songwriter Kim Gannon (with credit also to Buck Ram) said he was thinking of all people not able to make it home for Christmas, not just soldiers, when he wrote I'll Be Home For Christmas. Although it was among the most requested song at USO shows during the rest of WWII, the BBC banned the song from broadcast in the U.K. for fear it would lower the morale of troops. To the dismay of his fans, it was announced just before Christmas 1957 that Elvis Presley would soon begin serving in the U.S. Army (he served from 1958-1960 as a regular soldier)Presley included I'll be Home for Christmas on his Elvis' Christmas Album (1957)

As Elvis Presley and countless others have sung in I'll be Home for Christmas,

I'll be home for Christmas, if only in my dreams


The Christmas Song - Nat King Cole

Some say that Nat King Cole singing his classic Christmas song The Christmas Song, below, is the ultimate Christmas song. I'll leave it to you to decide. 

As Nat King Cole sings in The Christmas Song,

To kids from one to ninety-two

Although it's been said many times, many ways 

Merry Christmas to You



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Anita Hamilton

Baby boomer Anita Hamilton has always been interested in the "real people" stories behind the characters that create and inhabit the world of music, books, movies, television shows, current events, history, etc. A lifelong love of research (ok, nosiness) and writing, combined with a loving and supportive family and 3 mini-dachshund minions, keeps her busy.

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