| Blue Car | Greg Brown | 4:11 | |
| Blue Jewel in the Sky | Finbar Furey, Aine Furey | 4:11 | |
| In Search of a Rose - 2008 Remaster | The Waterboys | 1:20 | |
| Comfortably Numb | Dar Williams | 5:26 | |
| Last Day of Our Acquaintance | Sinéad O'Connor | 4:38 | |
| Don't Give Up | Peter Gabriel | 5:54 | |
| Cowboys Are Frequently Secretly Fond Of Each Other | Orville Peck, Willie Nelson | 3:38 | |
| World Outside Your Window | Tanita Tikaram | 4:54 | |
| Unchained Melody | Willie Nelson | 3:48 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Streets Of Baltimore | Willie Nelson | 3:01 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| What a Wonderful World | Nick Cave, Shane MacGowan | 3:03 | |
| Crazy (with Willie Nelson) | Michael Bublé, Willie Nelson | 4:54 | |
| Love & Happiness | Kimmie Rhodes, Willie Nelson | 4:46 | |
| The Lost Gospel | Madrugada | 3:53 | |
| He Moved Through the Fair | Sinéad O'Connor | 4:22 | |
| If I Could Only Fly | Merle Haggard, Willie Nelson | 5:12 | |
| No Time to Cry | Iris DeMent | 6:48 | |
| Lay Me Down (with Willie Nelson) | Loretta Lynn, Willie Nelson | 2:50 | |
| Energy Follows Thought | Willie Nelson | 3:17 | |
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| Mammas Don't Let Your Babies Grow up to Be Cowboys | Waylon Jennings, Willie Nelson | 2:32 | |
| Clear Water | Ralph McTell | 3:18 | |
| King of Ashes | David Knopfler | 3:12 | |
| This Is to Mother You | Sinéad O'Connor | 3:12 | |
| Hard to Be an Outlaw (feat. Willie Nelson) | Billy Joe Shaver, Willie Nelson | 3:06 | |
| Señor (Tales of Yankee Power) | Willie Nelson, Calexico | 5:17 | |
| Don't Stop This Now | Finbar Furey | 3:41 | |
| Celtic Sea | Bap Kennedy | 6:09 | |
| Hymn to Her - 2007 Remaster | Pretenders | 4:58 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Maybellene | Chris Smither | 2:56 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| Blue River | Eric Andersen | 4:45 | |
| Seven Shades of Blue | Beth Nielsen Chapman | 4:25 | |
| Say Hallelujah | Tracy Chapman | 2:08 | |
| Summer Wine (feat. Bono) - Live in Dublin | The Corrs, Bono | 3:54 | |
| Reason To Believe | Tim Hardin | 1:59 | |
| The Dark End Of The Street | The Commitments | 2:36 | |
| Precious Pain | Melissa Etheridge | 4:16 | |
| Goodnight, California | Kathleen Edwards | 6:28 | |
| She's Lazy | Sinéad Lohan | 2:56 | |
| Fisherman's Blues (by Mike Scott/Steve Wickham) [Waking Ned] | Shaun Davey, The Waterboys | 4:14 | |
| Mother - Live In Berlin | Roger Waters, Sinéad O'Connor, The Band | 6:37 | |
| Only The Lonely | Chris Isaak | 2:53 | |
| Dark Black | Kristina Train | 3:04 | |
| Love And Affection | Joan Armatrading | 4:28 | |
| Dancing In The Dark | Amy Macdonald | 3:20 | |
| Are You Sure (Hidden Track) | Kacey Musgraves, Willie Nelson | 3:55 | |