| Days of the Years | The Felice Brothers | 3:58 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Cave Man | Chris Smither | 5:23 | ||
| Souvenirs | John Prine | 3:42 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| In The Pines | Smog | 5:12 | ||
| The Tea Song | Michael Hurley | 7:28 | ||
| Do You? | Jolie Holland | 4:49 | ||
| Workin’s Too Hard | Rayna Gellert | 3:36 | ||
| To Cry About | Mary Margaret O'Hara | 3:24 | ||
| Lua | Conor Oberst, Gillian Welch | 5:53 | ||
| I Fell into Painting Houses in Phoenix, Arizona | Richmond Fontaine | 3:27 | ||
| Cruiser | Red House Painters | 8:39 | ||
| Green Grows the Laurel | Kacy & Clayton | 4:38 | ||
| Scarlet Town | Gillian Welch | 3:40 | ||
| The Needle And The Damage Done | Laura Marling | 2:01 | ||
| Spring Wind | Greg Brown | 4:34 | ||
| No Lord Is Free | Hiss Golden Messenger | 5:04 | ||
| Fond Farewell | Seth Avett & Jessica Lea Mayfield | 2:59 | ||
| Wrecking Ball | Gillian Welch | 4:56 | ||
| Wildegeeses | Michael Hurley | 4:19 | ||
| Unlock more with Songs Like X Pro | ||||
| More Brother Rides | Palace Music | 3:18 | ||
| Factory | Martha Wainwright | 3:33 | ||
| Danko/Manuel | Drive-By Truckers | 5:47 | ||
| Surrounded | Richard Buckner | 2:47 | ||
| When I Ran off and Left Her | Vic Chesnutt | 2:54 | ||
| Side Saddle (feat. Gillian Welch) | Molly Tuttle, Molly Tuttle & Golden Highway, Gillian Welch | 2:44 | ||
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | ||
| A Whiter Shade of Pale | Dan Reeder | 3:36 | ||
| Among the Leaves | Sun Kil Moon | 3:31 | ||
| Sponge | Vic Chesnutt | 3:32 | ||
| Several Shades Of Why | J Mascis | 4:55 | ||
| Wondering How | Pieta Brown | 3:06 | ||
| Green Rocky Road | Karen Dalton | 3:22 | ||
| Papa Was a Rodeo | The Magnetic Fields | 5:01 | ||
| One Morning | Gillian Welch | 2:42 | ||
| Gravity of the Situation | Vic Chesnutt | 4:09 | ||
| Black Eye | Uncle Tupelo | 2:19 | ||
| Beside You - 1999 Remaster | Van Morrison | 5:16 | ||
| Two Seconds | Laura Cantrell | 3:58 | ||
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | ||
| Elvis Presley Blues | Gillian Welch | 4:56 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Bea's Song (River Song Trilogy | Cowboy Junkies | 3:35 | ||
| Beeswing | Richard Thompson | 5:33 | ||
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | ||
| Lay It Down | Cowboy Junkies | 4:23 | ||
| Astral Plane | Valerie June | 3:38 | ||
| Mixtape | Tift Merritt | 3:18 | ||
