| Pale Fire | Amanda Shires | 3:16 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| Something Tamed Something Wild | Mary Chapin Carpenter | 3:46 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| One More Dollar | Gillian Welch | 4:35 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Closer To Heaven | Rodney Crowell | 5:20 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Mercy | Po' Girl | 4:56 | |
| High as Johnny Thunders | Chuck Prophet | 3:18 | |
| In Time for Tomorrow | Joe Henry | 3:41 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Wreck You | Lori McKenna | 3:18 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Alice | Joe Henry | 2:45 | |
| Unlock more with Songs Like X Pro |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Sabine River | Ray Bonneville | 4:46 | |
| She Loves Me | James McMurtry | 3:01 | |
| Letter in Hand | Pieta Brown | 3:53 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| Orphan Girl - Alternate Version | Gillian Welch | 3:29 | |
| One Too Many Mornings | Joe Henry | 3:28 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Light Of The Burning Sun | John Hiatt, Jerry Douglas | 4:38 | |
| People Get Old | Lori McKenna | 3:42 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| That's How I Got to Memphis | Karl Blau | 4:03 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Beautiful Scars | Blackie & The Rodeo Kings, City and Colour | 4:55 | |
| Something Has To Change | Rodney Crowell | 4:01 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| The Maker | Willie Nelson | 5:08 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Charlie James | Peter Case | 3:06 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
