This is bound to be highly subjective since it depends on the road, region, and mood you’re trying to evoke. Take these as suggestions and please offer other worthies.

So, in no particular order . . .

Running On Empty, JACKSON BROWNE
Route 66, NAT KING COLE
Reach Out (I’ll Be There), THE FOUR TOPS
Take It Easy, EAGLES (*check out the actual corner at the town of Winslow, AZ)
In Memory of Elizabeth Reed, THE ALLMAN BROTHERS BAND
Born To Run, BRUCE SPRINGSTEEN
I Walk The Line, JOHNNY CASH
Sugar Pie Honey Bunch, THE TEMPTATIONS
Cinnamon Girl, NEIL YOUNG
Graceland, PAUL SIMON
Sailin’ Cross The Devil’s Sea, THE ALLMAN BROTHERS BAND
Roll On Down The Highway, BACHMAN-TURNER OVERDRIVE
Blue Suede Shoes, CARL PERKINS
Good Golly Miss Molly, LITTLE RICHARD
(Sitting On) The Dock Of The Bay, OTIS REDDING
Green Onions, BOOKER T. & THE M.G.s
Heatwave (Your Love Is Like A), MARTHA AND THE VANDELLAS
Dancing In The Streets, MARTHA AND THE VANDELLAS
Soul Man, SAM & DAVE
Highway 61 Revisited, BOB DYLAN
Callin’ Baton Rouge, GARTH BROOKS
The Bug, MARY CHAPIN CARPENTER
Let It Roll, LITTLE FEAT
The Way, FASTBALL
Born To Be Wild, STEPPENWOLF
On The Road Again, WILLIE NELSON
Going Up The Country, CANNED HEAT