XPN Sleepy Hollow radio show playlist 6.14.25

quiet sounds: hayden pedigo, coltrane & hartman, nick drake, jobim, bread, mojave 3 + more

LP cover | I’ll Be Waving As You Drive Away by Hayden Pedigo

Typically, every Saturday from 10a-2p I play records on the radio at WXPN in Philly. This week, I programmed one of XPN’s long standing legacy shows, “Sleepy Hollow,” that precedes my regular slot.

The show - on Saturdays & Sundays from 6am - 10am Philly time, has been on the air 50 years and it’s one of those musical “greater than the sum of its parts” shows. The concept is simple, but the execution is not. The show’s long time "mantra” - “the quiet sounds of Sleepy Hollow” - represents a mix of new and older indie music, jazz & instrumental, acoustic-y, singer-songwriters; a block of time on the radio with songs that allow you to enter the day with ease. Not a lot of rock and roll, just songs that meet the mood of a new day rising. (If there’s one Metallica song tho that could work, we’ll find it.)

Here’s the playlist from this week’s Sleepy Hollow.

Hour One

Urge For Going - Joni Mitchell

From The Morning - Nick Drake

Deep In A Dream - Sonny Clark

Can I Sleep In Your Arms - Phosphorescent

I’m So Lonesome I Could Cry - Cowboy Junkies

Better Be Quiet Now - Elliott Smith

Better Be Quiet Now - Brad Mehldau

Como Un Prajo - Silvana Estrada

Andorinha - Antonio Carlos Jobim

Waltz For Abbey - Chick Corea & Bela Fleck

Long Ago and Far Away - James Taylor

S P E Y S I D E - Bon Iver

Canto De Ossanha - Jonathan Kreisberg

Hour Two

Upon Early Rising - Paul Adams

Chelsea Hotel No. 2 - Leonard Cohen

Lonely Woman - Horace Silver

Lush Life - John Coltrane & Johnny Hartman

She’s Already Made Up Her Mind - Lyle Lovett

Death With Dignity - Sufjan Stevens

Sun Singer - Paul Winter Consort

Long Pond Lily - Hayden Pedigo

I’m On Fire - Tori Amos

Don’t Talk (Put Your Head On My Shoulder) - The Beach Boys

Believe In Me - Todd Rundgren

Hour Three

You Are The Morning - jasmine.4.t

Bluebird - Lana Del Rey

Killing The Blues - Robert Plant & Alison Krauss

Blues Run The Game - Eddi Reader

Comfortably Numb - Dar Williams

Wish You Were Here - The Milk Carton Kids

May You Never - John Martyn

Quiet, the Winter Harbor - Mazzy Star

Time After Time - Tuck & Patti

Diary - Bread

Long Way Home - Tom Waits

Calling You - Jevetta Steele

How My Heart Behaves - Feist

Hour Four

Love Songs On The Radio - Mojave 3

My Opening Farewell - Jackson Browne

If It’s Magic - Stevie Wonder

Orion - Eliza Thorp

Standing On The Fault Line - I’m With Her

Too Long At The Fair - Bonnie Raitt

Sonar - Ichiko Aoba

I’ll Be Waving As You Drive Away - Hayden Pedigo

There’s A Place In the World For A Gambler - Dan Fogelberg

Driving Home - Cheryl Wheeler

Rolling Mills Are Burning Down - Jake Xerxes Fussell

Nettles - Ethel Cain

No “I’m On Fire” by Tori, but here’s the playlist from the show.