| Winter Snow | J.J. Cale | 3:25 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Early Morning Rain | Billy Bragg, Joe Henry | 4:13 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Childish Things | James McMurtry | 4:35 | |
| Café Society | Bruce Cockburn | 4:37 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Do It | Jesse Winchester | 1:27 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| So Many Miles | Pieta Brown | 3:03 | |
| Changing of the Gaurd | Jeff Lang, Chris Whitley | 6:42 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Movin' On | Po' Girl | 2:51 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Buckets of Rain | Redbird | 3:41 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Goin' by Feel | Ray Bonneville | 3:51 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Seems So Real | Chris Smither | 4:26 | |
Unlock more with Songs Like X Pro |
| Madman | Sean Rowe | 3:59 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| Tattooed | John Gorka | 3:41 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Pontchartrain | Anders Osborne | 4:47 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Beautiful Thing | Slaid Cleaves | 3:16 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Threads and Steel | Son Volt | 2:05 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| When I Paint My Masterpiece | Jeff Lang, Chris Whitley | 5:00 | |
| Stab At Matter | Bruce Cockburn | 3:44 | |
| Frankie & Albert | Taj Mahal | 3:58 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Train Home | Chris Smither | 4:12 | |
| The Man From God Knows Where, Pt. 1 | Tom Russell | 2:47 | |
| Raise The Dead | Colvin & Earle | 2:51 | |
| Walk Between The Raindrops | James McMurtry | 3:24 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |