Any compilation of Songs of the Road would be amidst by not having legendary Mississippi Delta bluesman Robert Johnson represented in the list.  Johnson plied his craft on street corners and in juke joints, writing songs that romanticized his plight on the road. Johnson accomplished this with such an unprecedented intensity, marrying his expressive vocals with a guitar mastery, that his music has endured long after the heyday of country blues and his own short life of 27 years.

Selected Lists of T-Boy Society of Film & Music Members

Ed Boitano – T-Boy editor:

  • Thunder Road – Bruce Springsteen
  • The Long and Winding Road – The Beatles (Naked version)
  • The City of New Orleans – Arlo Guthrie
  • Refuge of the Road – Joni Mitchell
  • Sweet Baby James – James Taylor
  • America – Simon & Garfunkel
  • Walkin’ Blues – Robert Johnson
  • Running on Empty – Jackson Browne
  • Moon River – Audrey Hepburn (outtake from Breakfast at Tiffany’s)
  • Peace Train – Cat Stevens

Arlo Guthrie's The City of New Orleans

Rourke – Film critic & musician:

  • Born to Run – Bruce Springsteen
  • America – Simon & Garfunkel
  • The Long and Winding Road – The Beatles
  • Thunder Road – Bruce Springsteen
  • Highway 20 Ride – Zac Brown Band
  • Can’t Find My Way Home – Blind Faith
  • Peace Train – Cat Stevens
  • Running on Empty – Jackson Browne
  • On the Road Again – Willie Nelson
  • Downtown Train – Tom Waits version

Blind Faith, 1969

Jim Gordon – Co-host & co-producer  Travel Guys TV:

  • Moonlight in Vermont (my all time favourite song) – Sinatra version, though Stan Getz version is cool
  • Autumn in New York – Sinatra or Billie Holiday
  • Come Fly with Me – Sinatra
  • It Happened in Monterey – Sinatra
  • April in Paris – Sinatra (though Count Basie does a great instrumental version)
  • Poinciana – Nat King Cole
  • Red Sales in the Sunset – Nat King Cole
  • A Nightingale Sang in Berkley Square – Nat King Cole
  • By the Time I Get to Phoenix – Glen Campbell (Sinatra also does a solid version)
  • You Belong to Me – Jo Stafford
  • I Wish I could go Travelling Again – Stacey Kent (lovely, Brit jazz singer)

Nat King Cole

Honorable Mention

  • Arrivederci, Roma – Dean Martin
  • Green City – Gak Sato
  • Sinatra: A Man Alone  – Words and music by Rod McKuen.  (A little-known, kind of depressing album from 1968 but contains the following beautifully reflective songs: Lonesome Cities, The Beautiful Strangers and I’ve Been to Town)
  • Memphis in June – Matt Monro

Bob Weir

Alex Brouwer – T-Boy writer:

  • Take Me Home, Country Roads John Denver
  • Only a River Bob Weir
  • Wagon Wheel Old Crow Medicine Show
  • Rivers and Roads The Head and the Heart
  • Hymn #101 Joe Pug
  • River Leon Bridges
  • The End of the Rainbow McKinley Mitchell
  • Old Pine Ben Howard
  • California The Lagoons
  • Michigan The Milk Carton Kids

Honorable Mention

  • Long Time Traveller The Wailin’ Jennys
  • Traveling Alone Tift Merritt

The Beach Boys 1960s

Dan King – Film critic:

  • Thunder Road – Bruce Springsteen
  • Buick City Complex Old 97s
  • Route 66 The Rolling Stones
  • Sweet Baby James – James Taylor
  • I Get Around The Beach Boys
  • I’ve Been Everywhere  Johnny Cash
  • Surf City Jan and Dean
  • Magical Mystery Tour – The Beatles
  • Meadowdale Street Ryan Adams
  • Mozambique Bob Dylan

Talking Heads

Ringo Boitano – T-Boy writer:

  • Carefree Highway – Gordon Lightfoot
  • Fast Car – Tracy Chapman
  • Free Man in Paris – Joni Mitchell
  • Graceland – Paul Simon
  • Hitch Hike – Marvin Gaye
  • Magical Mystery Tour – The Beatles
  • Sweet Baby James – James Taylor
  • Road to Nowhere – Talking Heads
  • The Wanderer – Dion
  • Where the Streets Have No Name – U2

Count Basie

– T-Boy writer:

  • Moonlight In Vermont – Sinatra and other pop and jazz artists have performed
  • Kansas City – Count Basie and many other vocalists and groups
  • St. Louis Blues – A jazz standard
  • Georgia – Ray Charles and many others
  • Lonesome Road – Jimmy Smith Jazz organist.
  • Traveling Boy – Paul Williams

T. E. Mattox – T-Boy music critic:

  • Willin’ – Little Feat
  • Woodstock – Crosby, Stills, Nash & Young
  • Walkin’ Blues – Robert Johnson
  • Terraplane Blues – Robert Johnson
  • Steady Rollin’ Man – Sonny Boy II
  • Walkin’ While I Bleed – Doug MacLeod
  • I Oughta’ Be Gone – Billy Watson
  • Goin’ Downtown – Microwave Dave and the Nukes
  • Hellbound Train – Savoy Brown
  • On the Road Again – Canned Heat

Woodstock by Crosby, Stills, Nash and Young

Allan Smith – Artist & T-Boy writer:

  • Refuge of the Roads – Joni Mitchell
  • America – Simon & Garfunkel
  • Roads to Moscow – Al Stewart
  • Magical Mystery Tour – The Beatles
  • Sweet Baby James – James Taylor
  • Thunder Road – Bruce Springsteen
  • Country Roads – Toots and the Maytalls
  • On the Road Again – Willie  Nelson
  • Any Road – George Harrison
  • Hard Road – Rod Stewart & the Faces

James Boitano – T-Boy writer:

  • Take Me Home, Country Roads – John Denver
  • Take it Easy – The Eagles
  • Midnight Train to Georgia – Gladys Knight & the Pips
  • Vacation – The Go Gos
  • Walkin’ Blues – Robert Johnson
  • Home for the Holidays – The Carpenters
  • Driving Home for Christmas – Chris Rhea
  • Over The River and Through the Woods – American Traditional

The Doors

Tom Tapp – Film & music critic:

  • Born to Run – Bruce Springsteen
  • Where the Streets Have No Name – U2
  • Midnight Rider – Allman Brothers Band
  • Hotel California – The Eagles
  • L.A. Woman – The Doors
  • Can’t You See – Marshal Tucker Band
  • Interstate Love Song – Stone Temple Pilots
  • Ventura Highway – America
  • Highway to Hell – AC/DC
  • Rearviewmirror – Pearl Jam

the Allman Brothers Band at the Fillmore East

Honorable Mention

  • Going to California – Led Zeppelin 
  • Already Gone – The Eagles
  • American Pie – Don McClean
  • The Passenger – Iggy Pop
  • Tecumseh Valley – Townes Van Zandt 
  • Road to Nowhere – Talking Heads
  • On the Road Again – Willie Nelson
  • Paradise City – Guns ‘n’ Roses
  • Girl From the North Country – Bob Dylan
  • I’ve Been Everywhere – Johnny Cash
  • America – Simon and Garfunkel

Talking Heads

Paul R. Stave – Music critic & former DJ:

  • Me and Paul – Willie Nelson song
  • Trans Am –  Sammy Hagar
  • I Can’t  Drive  55 – Sammy Hagar
  • Going Mobile – The Who
  • King of the Road– Roger Miller
  • I Am the Highway– Audioslave
  • Drive – Incubus
  • Highway Star  – Deep Purple
  • Highway 40 Blues – Ricky Skaggs
  • Low Rider – War

Weave Cleveland – Musician/composer & Travel Guys TV cinematographer:

  • Another White Dash – Butterfly Boucher
  • Convoy – C.W. McCall
  • Down the Road Tonight – Bruce Hornsby & The Range
  • Everyday is a Winding Road – Sheryl Crow
  • Further On Up the Road – Bobby ‘Blue’ Bland
  • King of the Road – Roger Miller
  • King’s Highway – Tom Petty
  • Last Chance Texaco – Rickie Lee Jones
  • The Long and Winding Road – The Beatles
  • Willin’ – Little Feat

Cheryl Crow: Everyday is a Winding Road

Raoul Pascual – T-Boy writer, designer & artist:

  • By The Time I get To Phoenix Bobby Goldsboro
  • Clouds David Gates
  • Five Hundred Miles Peter Paul and Mary
  • Follow the Yellow Brick Road The Singer Midgets (a troupe of performers who portrayed the Munchkins in the 1939 classic The Wizard of Oz.
  • Fly Me to the Moon Frank Sinatra
  • Get Here If You Can Alita Williams
  • The Long and Winding Road  The Beatles
  • Movin’ Down the Highways of My Life Isley Brothers
  • Wandering James Taylor
  • Terminal Rupert Holmes

Emperor of Oldies – Musicologist:

  • Six Days on the Road – Flying Burritos Brothers
  • Sausalito Summer Nights – Diesel
  • Me and You & Boo – Lobo
  • Ballad of John & Yoko – The Beatles
  • Traveling Band – Creedence Clearwater Revival
  • Me & Bobbie McGee – Kris Kristofferson
  • Promised Land – Chuck Berry
  • Kentucky Rain – Elvis
  • Going Mobile – The Who
  • Radar Love – Golden Earring
#1-10 Top Road Songs    #11-20 Top Road Songs
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