We Put Together the Perfect Playlist for Fall 2023

As the days of summer wind down and the days get cooler, you start craving soup for dinner again and want to pumpkin spice everything in site. Sweater weather can do crazy things to us all, like make us stare at the leaves fall and start hoarding pumpkins on our front porches. What you need when your love of Autumn takes hold each September is the perfect playlist to be the soundtrack to cozy afternoons with a cup of hot cider or in the car on the way to your favorite pumpkin patch.

We've gathered some of the greatest crooners, who loved the moody days of fall just as much as you do. Jazz greats like Ella Fitzgerald, Frank Sinatra, Tony Bennett, and Miles Davis will transport you to the streets of New York and leaves falling in Central Park or to a rainy afternoon in New Orleans. If you are looking for more fall inspiration, be sure to check out our list of the Best Fall Movies for an epic (and cozy!) movie marathon.

September in the Rain - Frank Sinatra

Let the leader of the "Rat Pack" serenades you into the season with his take on this classic.

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'Tis Autumn - Nat King Cole Trio

Nat King Cole wrote the lyrics to this beloved seasonal song.

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Lullaby of the Leaves - Joseph Young, Bernice Petkere, Anita O'Day

Anita's version of Lullaby of Leaves shows off her nickname, "song stylist."

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When October Goes - Rosemary Clooney

We love Rosemary Clooney for her famous "Sisters" duet in White Christmas. Here she croons about fall.

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A Foggy Day - Ella Fitzgerald, Louis Armstrong

Ella Fitzgerald and her song partner Louis Armstrong create a bit of sunshine in their song about the moody days of fall.

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Autumn in New York - Billie Holiday

Let Billie Holiday transport you to the leafy streets and brownstones of New York City in this famous tune.

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Autumn Leaves - Tony Bennett, Ralph Sharon Trio

The late (great) Tony Bennett is famous for this rendition of "Autumn Leaves."

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The Great Pumpkin Waltz - Vince Guaraldi

Go on a pumpkin hunt with this song by jazz great, Vince Guaraldi and his music for "It's The Great Pumpkin, Charlie Brown."

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Early Autumn - Ella Fitzgerald

We can't say no to another dreamy song about fall by Ella Fitzgerald.

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Stormy Weather - Etta James

Etta James will express all your feel about all the change that autumn brings.

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I Put a Spell On You - Nina Simone

Nina Simone is the perfect background music to a Halloween party or pumpkin decorating get-together.

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Moon River - Louis Armstrong

Written for the movie Breakfast at Tiffany's, Louis Armstrong's rendition of "Moon River" transports us to rainy evening walks during this season.

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Bewitched, Bothered, and Bewildered - Ella Fitzgerald

Ella shares the perfect song for spooky season.

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Spooky - Dusty Springfield

Dusty Springfield brings a little groove to this fun tune that is perfect for your Halloween celebrations.

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Here's That Rainy Day - Mel Torme

All summer we pined for cooler days, and Mel Torme is here to let you know there are coming.

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Stardust - Pearl Django

A classic Parisian-inspired instrumental version of the classic, Stardust.

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November Twilight - Julie London

Julie London transports us to those cool days that linger just before the holidays begin.

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September Morn - Neil Diamond

The most recent crooner on this list, Neil's feel-good song will take all your fall cares away.

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Autumn Serenade - John Coltrane, Johnny Hartman

The legend John Coltrane performs his take on Autumn Serenade.

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Fall - Miles Davis

Let Miles Davis's perfect trumpet tones lull you into a dreamy fall evening curled up by the fire with some cocoa or cider.

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