| Borderline | Eliza Gilkyson | 2:42 | |
| When I Was Drinking | Hem | 3:44 | |
| Just My Heart Talkin' | Ron Sexsmith | 2:22 | |
| All Of Your Might | Jay Farrar | 3:48 | |
| Shelley My Love | Nick Lowe | 3:14 | |
| At Last | Neko Case | 1:35 | |
| Boundary County | Eilen Jewell | 3:45 | |
| Pontiac | Lyle Lovett | 2:25 | |
| Dry Lightning | Bruce Springsteen | 3:30 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Rock And Bird | Cowboy Junkies | 3:28 | |
| Creosote | Son Volt | 4:12 | |
| Next Door Down | Stacey Earle | 4:35 | |
| Gone Like the Water | Freedy Johnston | 2:44 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Slate | Uncle Tupelo | 3:24 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Still Not Home | Tift Merritt | 3:48 | |
| You're Missing | Cowboy Junkies | 4:09 | |
| Sweet Soul Dream | World Party, Sinéad O'Connor | 4:39 | |
| Left a Slide | Son Volt | 5:10 | |
Unlock more with Songs Like X Pro |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Things | Paul Westerberg | 3:22 | |
| Off And Running | James McMurtry | 3:54 | |
| Frank's Tavern | Calexico | 4:28 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Anniversary Song | Cowboy Junkies | 3:10 | |
| Flyin' Shoes | Lyle Lovett | 4:38 | |
| If You Knew | Neko Case | 2:30 | |
| To Lay Me Down | Cowboy Junkies | 5:16 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| I Saw a Stranger With Your Hair | John Gorka | 3:47 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| One of These Days | Neil Young | 4:57 | |
| Pin a Rose on Me | Chuck Prophet | 4:53 | |
| All The Ways I Want You | Bruce Cockburn | 4:18 | |
| Soap Box Preacher | Robbie Robertson | 5:20 | |
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | |
| Times Like This | Edie Brickell & New Bohemians | 2:56 | |
| Sweet Illusions | Ryan Adams & The Cardinals | 5:01 | |
| Tower Of Song | Martha Wainwright | 3:44 | |
| Mixtape | Tift Merritt | 3:18 | |
| A Hard Rain's A Gonna Fall | Edie Brickell & New Bohemians | 4:58 | |
| Please Read The Letter | Robert Plant, Alison Krauss | 5:53 | |
| When You Get To Asheville | Steve Martin, Edie Brickell | 3:15 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| When Will You Come Back Home | Ryan Adams & The Cardinals | 4:52 | |