| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| The Roseville Fair | Bill Staines | 3:32 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| For The Turnstiles | The Be Good Tanyas | 4:26 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Midnight Train | David Rawlings | 3:18 | |
| Wayside / Back in Time | Gillian Welch | 3:28 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Shake Sugaree | Elizabeth Cotten and Brenda Evans | 5:02 | |
| Always | John Gorka | 3:55 | |
| From Galway to Graceland | Richard Thompson | 3:29 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| I Don't Want to Get Adjusted to This World | Iris DeMent | 3:38 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| When I'm Gone | Phil Ochs | 4:13 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Unlock more with Songs Like X Pro |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Higher Ground | Iris DeMent | 3:34 | |
| Unknown Legend | Neil Young | 4:32 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| People Get Old | Lori McKenna | 3:42 | |
| The Last Thing on My Mind | Tom Paxton | 3:06 | |
| Gone | John Hiatt | 2:57 | |
| Do It | Jesse Winchester | 1:27 | |
| Quality Time | Iris DeMent | 4:05 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| The Dutchman | Steve Goodman | 4:19 | |
| Souvenirs | John Prine | 3:42 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Living Without You | Mary McCaslin | 2:04 | |
| Revenge Of Scorpio | Ted Hawkins | 2:45 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| Tomorrow Is A Long Time | Sandy Denny | 3:54 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| The Night They Drove Old Dixie Down | The Band | 3:31 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Troubles | Tara Nevins | 4:03 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Broken | Tift Merritt | 3:44 | |
