Take the Journey: 17 Songs for a Sunny and Warm Summer Vacation

In July we put together a playlist of bluegrass songs for summer vacation and once the inspiration was flowing, it was difficult to stop! We thought we should return to the theme, but slightly zoomed out, to include songs from across the roots music landscape. With the summer still shining, enjoy these 17 folk, Americana, and country songs perfect for your road trip playlist.

“Ride Out in the Country” – Yola

Yola was a 2020 Best New Artist nominee at the Grammys and she’s just returned with a new, full-length album on Easy Eye Sound, Stand For Myself. The entire project is lush and resplendent, like the glory days of orchestral, big-sound country-pop in the ‘60s and ‘70s. For this playlist, though, we return to her prior release, Walk Through Fire, and the perfectly country track, “Ride Out in the Country.” Take the scenic byways and crank the volume!


“I Like It When You’re Home” – Della Mae

One of the nicest silver linings of vacation is missing home – and that delicious feeling of returning to your own space and your own bed after being away. And your loved one(s), too! Della Mae captures that sentiment in this jammy, rootsy track from their album, Headlight. Take the day off, drive north, sit by a lake.


“A Little Past Little Rock” – Lee Ann Womack

A truly quintessential driving song. A must-add even if your vacation route comes nowhere near Arkansas. The baritone guitar intro, the shout-along-with-the-lyrics chorus, the whimsically late ‘90s production. A banger. A bop.


“Sunny and Warm” – Keb’ Mo’

Keb’ Mo’ is a master of vibes. His single “Sunny and Warm” showcases the acoustic blues musician in a more traditional R&B light – and the impact and result are simply golden. This track will have you craving your happy place, wherever that warm and sunny locale may be.


“Heavy Traffic Ahead” – Bill Monroe

Look, we’re The Bluegrass Situation! We’ve gotta get our bluegrass kicks in somewhere – bluegrass is roots music, after all. Given that we left this classic by the Big Mon himself off our Bluegrass Songs for Summer Vacation we felt it was worth inclusion here. And worth a mention so that you’ll go check out the entirely bluegrass playlist, too!


“Country Radio” – Indigo Girls

Finally a country song about country radio – and cruising around aimlessly listening to it – that is enjoyable and free of the guilt associated with the false nostalgia, conservative politics, authenticity signalling, and post-2000s country. Especially the kind most often played on the radio! This Indigo Girls track is testament to all the folks out there who love country music, even if it doesn’t always love them back. Don’t worry, it will. Eventually! (Read the BGS interview.)


“White Noise, White Lines” – Kelsey Waldon

If you catch yourself daydreaming, in a dissociative or meditative trance as you keep it between the lines, Kentucky-born singer-songwriter Kelsey Waldon has the exact soundtrack for you. “Whie Noise, White Lines,” the title track of her most recent album, speaks to that near-trope-ish phenomenon of losing oneself amid the countless miles traveled while living the life of a traveling musician. Waldon, as in most of her music, accomplishes this motif without stereotypes or clichés, and the result is a song that will be a staple on vacation playlists for decades to come.


“Table For One” – Courtney Marie Andrews

A variation on the same theme, this time from Courtney Marie Andrews, “Table For One” is gauzy and lonesomely trippy. “You don’t wanna be like me / this life ain’t free,” the singer pleads, seeking a sense of reality in a life almost entirely abided within liminal spaces. Find peace in the redwoods, but try to hold on to it. You might lose it twenty miles later.


“Two Roads” – Valerie June

Cosmic and longing, Valerie June distills Kermit the Frog’s “the lovers, the dreamers, and me” into album form with her latest outing, The Moon and Stars: Prescriptions For Dreamers. Whatever bug you’ve been bitten by – rambling, restlessness, cabin fever, listlessness – let this song and this album scratch that itch. And as you let the miles fade behind you, on whichever of the two roads you take, don’t forget to look up… at the moon and stars and beyond.


“Christine” – Lucy Dacus

Whether or not you’ve experienced the beautiful, transcendent, and heart-rending forbidden love of being queer — on the outside looking in on love that society has constructed to which you’ll never have access — Lucy Dacus’ fantastic, alt/indie roots pop universe will give you a crystalline window into this very particular iteration of unrequited love on “Christine.” The song feels almost as though you’ve woken from a warm, sunny, time-halting afternoon nap in the back seat of a car yourself.


“It’s a Great Day to Be Alive” – Darrell Scott

Darrell Scott goes two for two, landing on both our bluegrass summer vacation round-up and our rootsy list, too! “It’s a Great Day to Be Alive” is THE song for the moment you realize you’re out of the office, away from your chores, without a care in the world — whether you have rice cooking in your microwave or not.


“Hometown” – Lula Wiles

For those summers when all you can muster is a trip home. Lula Wiles don’t just trade in nostalgia and hometown praise, though, they take on the subject with a genuine, measured perspective that picks up paradoxes, turns them over, and places them back down for listeners. It’s a subtly charming earworm, too.


“Heavenly Day” – Patty Griffin

“Oh heavenly day / All the clouds blew away / Got no trouble today…” The exact intention to be channeling during vacation! Don’t let your summer getaway be one of those vacations from which you end up needing a vacation. Leave your troubles behind, have a heavenly day.


“Midnight in Harlem” – Tedeschi Trucks Band

Your travels may not bring you even within the same state as Harlem, but this song had still better be on your road trip playlist. There’s almost no song better to put on at midnight, wherever you may be roaming, than Tedeschi Trucks’ “Midnight in Harlem.”


“Outbound Plane” – Suzy Bogguss

Every time I step into an airport my anxiety seems to sing, “I don’t want to be standing here with this ticket for an outbound plane.” It’s always true. This writer has not yet returned to the jetways post-COVID, so we’ll see how that goes. At least there will be the security and comfort of this jam (composed by Nanci Griffith and Tom Russell) from Suzy Bogguss’ heyday.


“455 Rocket” – Kathy Mattea

There are plenty of modern versions of muscle cars available and on the road today, but not a single one is an Oldsmobile 455 Rocket! Kathy Mattea represents the rockabilly/Americana tradition of paeans to automobiles and gearhead culture with this loping tribute to a 455 Rocket, an early cut for Gillian Welch and David Rawlings. If you happen to take your country drives in a muscle car, regardless of brand, this track is for you.


“Take the Journey” – Molly Tuttle

What better way to conclude our playlist than with this always-timely reminder from Molly Tuttle? It might be a cliché, though it really is true: It’s about the journey, not the destination. So take the journey! Enjoy its twists, turns, and be in the moment. And take some clawhammer guitar along with you.


MIXTAPE: David Starr’s Road Trip Touchstones

“The idea of a road trip Mixtape really appealed to me after so many months off the road. While I truly enjoy playing in front of an audience, there is easily as much anticipation around just ‘getting on the road’ in this business. Most of my travels have been in a small motorhome over the past five years. The whole process of loading the gear, packing up merch, and stocking the fridge is something I really miss during this prolonged pandemic pause. Music is always an integral part of that process. One of my favorite memories from a road trip into Utah was listening to Bruce Springsteen’s Western Stars album as the desert road stretched out before us. Something truly American about the whole experience.” — David Starr

Jackson Browne – “These Days

This Jackson Browne classic has always been a favorite of mine. He wrote it when he was only 16 years old and it shows a maturity and depth rarely expressed so well by a young songwriter. It speaks of self-reflection, looking back and moving forward all at the same time.

Bruce Springsteen – “Western Stars

The title cut from Bruce Springsteen’s recent record is an epic road trip song. I loved the song when I first heard it. But when I listened to it while cruising across the Utah desert in our motorhome, the song really moved me. The whole album passes that same test, by the way.

Don Henley – “Boys of Summer

Don Henley and Mike Campbell really captured the essence of lost romance and the change of seasons in this one. I can’t help turning the radio way up when this one comes on!

The Cars – “Drive

My favorite Cars song. Ben Orr’s vocal is so moving here. And the music video released for it at the time, directed by Timothy Hutton, added context to the meaning of the song.

Joni Mitchell – “Coyote

Joni Mitchell is always road trip favorite. Plenty of time to absorb the intricacies of the songs. “Coyote” physically moves us down the road with a cast of characters. This song from her 1976 album Hejira rocks along with a killer Jaco Pastorius bass line fueling the ride.

The Rolling Stones – “Brown Sugar

Stones? Of course! I played this song a couple hundred times as a singing cover band drummer in my youth. Always fun to watch the dance floor fill up immediately upon kicking it off. Something about that intro and the feel just propels a road trip playlist!

The Tubes – “Talk To Ya Later

This classic Tubes song is another one with a power intro that just cannot be denied. Fee Waybill wails and Toto’s Steve Lukather kills it on guitar. Watch your right foot on this one; you might just pick up speed!

Melissa Etheridge – “You Can Sleep While I Drive

Melissa Etheridge sings of true love and tenderness on a true road trip. This one works especially well as the sun sets on a long Texas straightaway at about 55 mile per hour. Slow down and soak it in.

Daryl Hall and John Oates – “You Make My Dreams (Come True)”

This Daryl Hall and John Oates classic hit is good for the star of any road trip! Full of energy and another intro that simply cannot be denied. Great background vocal parts for that front seat sing-along, too!

Little Feat – “Dixie Chicken/Tripe Face Boogie”

It’s gotta be Little Feat’s live Waiting for Columbus version with this one. It literally chugs along in the funky slow lane until the pace picks up and takes off into the second tune. Good for getting you through Waco traffic and back out onto the four-lane!

Toto – “Running Out of Time”

The opening track from Toto XIV will put the pedal to the metal without fail. I put this song on coming out of LA into the desert headed for Vegas and was stunned at my speedometer reading. A slamming good road song!

Jackson Browne – “Running on Empty”

Another Jackson Browne classic that simply has to be on a road trip playlist. The whole record was recorded on the road and the immediacy can be felt on the song. David Lindley’s lap steel soars on this one. Highly recommended!

Eagles – “Take It Easy

The Eagles version of the Glenn Frey/Jackson Browne hit is a must. This one has launched a thousand road trips. And the chorus and outro are top-down, Ray-Ban naturals for a summer sing-along!

Joni Mitchell – “Help Me”

Joni Mitchell nostalgia pick here. This song was on the radio every morning when I worked a grueling summer construction job back in the day. We’d rise up after a long night gigging in the bars and this song would set us on our way for the 30-minute drive to the site. Help me indeed!

The Band – “The Weight”

No playlist is complete without a Band song on it. Having known Levon personally, it’s always bittersweet to hear “The Weight.” This song is all about a pilgrim’s journey and seeking something; isn’t that what all road trips are about in some way? Enjoy the ride.


Photo credit: Jeff Fasano