| Like a River | Kate Wolf | 4:28 | |
| The Bottomless Lake | John Prine | 3:40 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Old Five and Dimers Like Me | Billy Joe Shaver | 2:41 | |
| Higher Rock | Reeltime Travellers | 4:44 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| There She Goes | John Prine | 3:24 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Plastic Jesus | The Local Honeys | 3:19 | |
| Winsome Smile | Chris Smither | 3:34 | |
| The Torch Singer | John Prine | 2:56 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Bob | Drive-By Truckers | 2:15 | |
| Give Back My Heart | Lyle Lovett | 3:02 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Hickory Wind | The Byrds | 3:31 | |
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| Atomic Power | Uncle Tupelo | 1:52 | |
| Electricity | Jimmy Murphy | 2:35 | |
| Hiram Hubbard | Jean Ritchie and Doc Watson | 3:50 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Hold On I | Chris Smither | 4:03 | |
| Mother Earth | Willie Watson | 3:36 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| The Christian Life | The Byrds | 2:30 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| Matterhorn | The Country Gentlemen | 2:54 | |
| Cocaine Habit | Old Crow Medicine Show | 2:42 | |
| Baltimore to Washington | Woody Guthrie | 2:58 | |
| Watch It Fall | Billy Strings | 4:36 | |
| Driving Wheel | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:46 | |
| Nancy Whiskey | Ian & Sylvia | 2:37 | |
| Not To Blame | Bella White | 2:55 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Silver Dollar | Sierra Ferrell | 2:05 | |
| Long River | Gordon Lightfoot | 2:49 | |
| Home - Single Version | Roger Miller | 1:45 | |
| Summer Wages | J.D. Crowe & The New South | 4:29 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Rye Cove | Doc Watson Family | 2:22 | |
| Going Down The Road (I Ain't Gonna Be Treated This Way) | Woody Guthrie | 2:59 | |
| Wayfarin' Stranger | Tom Russell, Iris DeMent | 1:10 | |