Transition Into Fall With These September Songs

September marks the gray area between summer and fall. Though the official start date of autumn is in September, there are many parts of the country that remain far too hot to start reveling in the changing of the seasons. Nevertheless, you can always start adjusting your habits-especially your listening habits. Add the four songs below to your playlist to help you ease your way into fall.

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Transition Into Fall With These September Songs

1. “September Song” (Willie Nelson)

This haunting Willie Nelson song is tailor made for a chilly September night. Though a cover of a classic, Nelson manages to make this song his own. His lilting vocals perfectly drive home this track about changing love amid the changing seasons.

When the autumn weather
Turns leaves to flame
One hasn’t got time
For the waiting game

Oh, the days dwindle down
To a precious few
September, November

[RELATED: Watch Willie Nelson and Lukas Nelson Perform “Angel Flying Too Close to the Ground” Nearly 40 Years Apart]

2. “September in the Rain” (Frank Sinatra)

What is fall without a little jazz? One of our favorite standards to dust off around this time of year is “September in the Rain.” Though several artists have delivered powerful renditions of this ballad, we’re partial to Frank Sinatra’s. His powerful vocals ring out over this vignette of love gone by.

To every word of love i heard you whisper
The raindrops seemed to play our sweet refrain
Though spring is here to me it’s still September
That September in the rain

3. “September” (Earth, Wind & Fire)

Though sonically Earth, Wind & Fire’s “September” might not befit the colder months, thematically it does. Naturally, we couldn’t make this list without including it. When thinking of September songs, you’d be hard-pressed to find someone who doesn’t have this track on top of mind.

Do you remember
The 21st night of September?
Love was changin’ the minds of pretenders
While chasin’ the clouds away

4. “September Gurls” (Big Star)

We’re finishing our list with another upbeat track. Some people find the changing of the seasons hard. When the days start to shorten and the sun starts to hide from view, it can be helpful to have a few uppers on your playlist. “September Gurls” by Big Star is just the ticket.

September girls
I don’t know why
How can I deny
What’s inside
Even though I
Keep away
They will love
All our days

(Photo by Hulton Archive/Getty Images)