| Cry | Jasiah Reeves | 3:26 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Two Silver Hearts | Shake Russell | 3:30 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Down to the Well | Kevin Gordon | 4:10 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Willin' - Alternate Version | Little Feat | 3:02 | |
| Silver And Blue | Michael McNatt, X-Factor | 4:15 | |
| The River, Where She Sleeps | Dave Carter, Tracy Grammer | 4:20 | |
| All Around The Kitchen | Dan Zanes, Friends, Loudon Wainwright III | 2:49 | |
| Kiri's Piano | James Keelaghan | 5:01 | |
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| Bright Hills And Dark Mountains | Mirabelle Defoe | 4:17 | |
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| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Redwood Hill | Gordon Lightfoot | 2:51 | |
| Dear Friend | Bill Staines | 3:49 | |
| Clay Pigeons | Blaze Foley | 3:00 | |
| Mr. Bojangles | David Bromberg | 7:28 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Alimony Bill | Owen Ladner | 3:16 | |
| Texas Blues | Lucy Kaplansky | 2:49 | |
| Mr. Blue | David Bromberg | 2:54 | |
| Our Town | Iris DeMent | 5:00 | |
| Cat-Eye Willie Claims His Lover | Dave Carter, Tracy Grammer | 4:06 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Long River | Gordon Lightfoot | 2:49 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Summer Wages | David Bromberg | 3:54 | |
| Close The Door Lightly | Eric Andersen | 3:50 | |
| Closer Still | Tish Hinojosa | 4:01 | |
| When It Comes My Turn | David Myles | 3:14 | |
| Box of Visions | Tom Russell, Iris DeMent | 3:10 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |