| Working on the Highway | Blitzen Trapper | 3:05 | |
| Map of My Heart | Mary Chapin Carpenter | 2:57 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| How You Learn to Live Alone | Mary Gauthier | 5:07 | |
| Alimony Bill | Owen Ladner | 3:16 | |
| Solitary Man | Tracy Grammer | 3:26 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Wreck You | Lori McKenna | 3:18 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Millimeter Wave | Robert Bernal | 4:23 | |
| My Ride's Here | Bruce Springsteen | 4:36 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| She Had No Time to Get Ready She Just Was | Chip Taylor | 4:20 | |
| Pockets | Ruth Moody | 5:03 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| To Be Held | Slaid Cleaves | 3:18 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Songbird | Eilen Jewell | 3:08 | |
| Body On Body | Jewel | 4:26 | |
| The Highway - Radio Edit | Holly Williams | 3:28 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Unlock more with Songs Like X Pro |
| Vivid | Greg Brown | 3:15 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Grave Angels | Joe Henry | 5:31 | |
| Desert Dove | Michaela Anne | 4:41 | |
| As Long As I (Can Be With You) | Patti Scialfa | 4:46 | |
| Falling Down Blue | Blue Rodeo | 5:16 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Josephine | Anderson East | 3:42 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Don't Let Us Get Sick | Warren Zevon | 3:06 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| A Younger Man | Don Henley | 4:20 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Some Days Are Diamonds | Amos Lee | 3:58 | |
| I Guess He'd Rather Be in Colorado | Mary Chapin Carpenter | 3:14 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Tougher Than the Rest | Everything But The Girl | 4:14 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| All The Ways I Want You | Bruce Cockburn | 4:18 | |
| Leaving On a Jet Plane | My Morning Jacket | 3:56 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| Guadalupe | Tom Russell | 6:04 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Gulf Coast Highway | Nanci Griffith, Mac McAnally | 3:08 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Farewell Angelina - 1997/Live In Bellmont Mall Studios | John Mellencamp | 4:35 | |
| Am I The Only One (Who's Ever Felt This Way?) | Maria McKee | 2:53 | |
