| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Good as Gold | Bap Kennedy | 2:48 | |
| Life is Fine | Tom Rush | 3:39 | |
| Texas Blues | Lucy Kaplansky | 2:49 | |
| Always | John Gorka | 3:55 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Ordinary Sunrise | Jay Linden | 3:18 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Millionaire | Kevin Welch | 3:59 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Angeline | James McMurtry | 4:04 | |
| Deep Water | Amy Helm | 4:08 | |
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | |
| The Pain of Loving You | Lula Wiles | 2:42 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| Son of Man | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Happytown (All Right With Me) | Dave Carter, Tracy Grammer | 3:34 | |
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| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| When I Was Young | Otis Gibbs | 3:21 | |
| She Had No Time to Get Ready She Just Was | Chip Taylor | 4:20 | |
| Wild Roses | Kimmie Rhodes | 3:06 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Midnight on the Water | Caroline Herring | 4:04 | |
| Next Best Western | Richard Shindell | 4:17 | |
| Long Way Home | David Francey | 2:43 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| Mama's Eyes | Justin Townes Earle | 2:18 | |
| Falling Flower in Paris | De Praptyos | 3:34 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Dreamer | Orkesta Mendoza, Carrie Rodriguez | 3:50 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| By The Rio Grande | Tish Hinojosa | 3:35 | |