Song of the Day #2,706: ‘Have Yourself a Merry Little Christmas’ – Frank Sinatra


I’m taking a little Christmas break this week while I prepare the countdown of my favorite 2015 songs.

To get everybody in the holiday spirit, I’ll post five renditions of my favorite Christmas song, ‘Have Yourself a Merry Little Christmas,’ starting with Old Blue Eyes.

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Song of the Day #2,487: ‘You’re Getting To Be a Habit’ – Frank Sinatra

sinatra_swingin_loversI’ve written quite a bit about my love of the melancholy Frank Sinatra — Only the Lonely, In the Wee Small Hours and all that good stuff.

But it’s hard to deny the appeal of Sinatra’s flip side, the uptempo, jazzy style epitomized on 1956’s Songs For Swingin’ Lovers. This album was the unlikely successor to In the Wee Small Hours of the Morning, making for one of the best one-two punches in music history.

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Song of the Day #2,431: ‘In the Wee Small Hours of the Morning’ – Frank Sinatra

wee_small_hoursWell here’s a lovely treat on a Random iTunes Weekend — the title track from Frank Sinatra’s sad-sack concept album, In the Wee Small Hours of the Morning.

I love the swinging Frank Sinatra of ‘Fly Me to the Moon’ and ‘Come Fly With Me’ but my true affection for Ol’ Blue Eyes lies with the depressing records.

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Song of the Day #2,129: ‘Angel Eyes (Live)’ – Frank Sinatra

sinatraAnother honorable mention for my list of favorite songs is ‘Angel Eyes,’ the second track on Frank Sinatra’s classic downer of an album, Frank Sinatra Sings for Only the Lonely.

Given my penchant for the melancholy, it’s no surprise that this is my favorite Frank Sinatra album (or that my second favorite is the break-up concept record Watertown, which I dissected song-by-song a couple of years ago).

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Song of the Day #1,653: ‘(How Little It Matters) How Little We Know’ – Frank Sinatra

sinatraI knew this was a Frank Sinatra song about three seconds in, though I didn’t know which one. I don’t have many albums from this era in my collection, so the sound of a big band orchestra generally means just one thing: Ol’ Blue Eyes is back.

I’m not at all familiar with this particular song, though it’s instantly great in the way all of these old songs are great.

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Song of the Day #1,424: ‘I Would Be in Love (Anyway)’ – Bomb Dawg

Best Albums of the 70s – #9
Watertown – Frank Sinatra (1970)

Frank Sinatra’s broken-heart concept album Watertown is one of only two albums that I’ve represented in their entirety on this blog. You can read my track-by-track analysis of the project here.

I wrote more about the lasting emotional power of Watertown in those 11 posts than I could hope to convey again here, so suffice it to say that the record may be the last transcendent moment Sinatra committed to tape and it works both for that reason and because it is a marvelous bit of theatrical storytelling.

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Song of the Day #1,345: ‘Spring is Here’ – Frank Sinatra

Tomorrow marks the first day of Spring. And more important, today marks the first day of Spring Break for my wife and kids.

I’m taking the week off as well, both from work and Meet Me in Montauk. In place of actual blog posts this week I will post five songs about (or at least containing the word) spring.

Kicking things off is Ol’ Blue Eyes himself, Frank Sinatra.

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