| This Old Town | Skydiggers | 2:40 | |
| Last Night Of The World | Bruce Cockburn | 4:51 | |
| Working Too Hard | Lyle Lovett | 3:46 | |
| Angel From Montgomery | Buddy Miller, Brandi Carlile, The Lone Bellow | 4:47 | |
| Country Love | The Gourds | 2:43 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| In A Daydream - Acoustic | Freddy Jones Band | 4:00 | |
| A Horse In The Country | Cowboy Junkies | 3:50 | |
| Back into Your World | Son Volt | 3:45 | |
| When You Give It Away | Bruce Cockburn | 4:54 | |
| More Pretty Girls Than One | Lyle Lovett | 2:56 | |
| Down By The Henry Moore | Blackie & The Rodeo Kings | 4:02 | |
| Running On Empty | Jackson Browne & David Lindley | 6:34 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Good Things | Bodeans | 4:12 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| That's Right | Lyle Lovett | 4:54 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Angel from Montgomery - Live | Susan Tedeschi | 6:33 | |
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| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| La To The Left | Lyle Lovett | 3:20 | |
| Please Come to Boston | Jackopierce | 5:47 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Memphis Midnight/Memphis Morning | Lyle Lovett | 4:23 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Missing Pieces | John Hiatt & The Goners | 4:06 | |
| 65 Falcon | Rod Picott | 3:27 | |
| Drunken Lady of the Morning | Michael Martin Murphey, Lyle Lovett | 4:58 | |
| People My Age | John Gorka | 2:16 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| The New Lee Highway Blues | David Bromberg | 5:39 | |
| Heaven Help Us All | The Band Of Heathens | 4:23 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| Dancin' Circles Round The Sun (Epictetus Speaks) | Rodney Crowell | 4:32 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Rescue Me | Amy Helm | 4:07 | |
| Time Stands Still | Chris Smither | 3:45 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| 36 Cents | The Bacon Brothers | 4:24 | |
| Pretty Mess | Trigger Hippy | 3:12 | |
| Tragedy | Peter Wolf | 2:44 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |