| The Road | T Sisters | 5:08 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Cry for Me | Sam Outlaw | 2:38 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| Sharing in the Spirit | Ana Egge | 3:32 | |
| King Cotton | The Secret Sisters | 3:12 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Clay Pigeons | Gurf Morlix | 3:25 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Rye Grass Riders | Samantha Rise | 4:02 | |
| Hey Now (pt2) | Too Sad for the Public, Ana Egge | 3:48 | |
| Long I Ride | Robbie Fulks | 3:19 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Twin City Mini | Fred Eaglesmith | 2:18 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Long Island Sound | James McMurtry | 6:47 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Unlock more with Songs Like X Pro |
| I Am the Road | The Cactus Blossoms | 2:47 | |
| Railroad Bill (pt1) | Too Sad for the Public, Ana Egge | 3:08 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Whirlwind | Old Crow Medicine Show | 4:04 | |
| Easier Than Leaving (Live Acoustic) | Michaela Anne | 4:46 | |
| Marriage Ain't the End of Being Lonely | Emily Scott Robinson | 3:46 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| High in Heels | Kelsey Waldon | 3:40 | |
| Sitting in the Midday Sun | Ana Egge | 3:42 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Willin' | Richard Shindell | 3:15 | |
| Wild Women | Margo Price | 2:57 | |
| In My Cups | Western Centuries | 3:02 | |
| Texas River Song | Lyle Lovett | 4:09 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| My Blinded Heart | Watchhouse | 4:47 | |
| Pretty Bird (with Laurie Lewis) | Linda Ronstadt, Laurie Lewis | 2:38 | |
| Midnight Train | David Rawlings | 3:18 | |
| In Tall Buildings | Sam Bush | 3:28 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Broke (When I Realized) | Bella White | 3:38 | |
| King Of California | Dave Alvin | 4:50 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Long Haul | Caroline Spence | 4:01 | |
| Poor Boy's Delight | The Infamous Stringdusters | 4:07 | |
| Troubles | Tara Nevins | 4:03 | |
