| Now It's Now Again | The Flatlanders | 3:33 | ||
| Old Man | The Wailin' Jennys | 3:11 | ||
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | ||
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | ||
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | ||
| Feeling of Beauty | Tift Merritt | 4:01 | ||
| Gotta Get Back | Shelby Lynne | 3:39 | ||
| Anytime | Arlo Guthrie | 1:50 | ||
| Wilder Than Her | Fred Eaglesmith | 4:54 | ||
| Feeling Good Again | Robert Earl Keen | 3:15 | ||
| Deportee | Los Texmaniacs, Lyle Lovett | 3:54 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| Got Your Six | Mary Gauthier | 2:38 | ||
| The Bottom of the World | Bottom of the World | 4:30 | ||
| Down into Mexico | Delbert McClinton | 4:35 | ||
| Moon On My Shoulder | Lyle Lovett | 2:20 | ||
| Wonderful Remark - Philosopher's Stone Version | Van Morrison | 8:01 | ||
| River Song | Tom Rush | 3:56 | ||
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | ||
| Emerald Street | Eliza Gilkyson | 3:45 | ||
| I Loved You Yesterday | Lyle Lovett | 2:59 | ||
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| In a Little While | William Shatner, Lyle Lovett | 3:51 | ||
| Merrimac County | Tom Rush | 2:51 | ||
| Play a Train Song | Todd Snider | 4:09 | ||
| Shame on the Moon | Rodney Crowell | 4:40 | ||
| Land of the Bottom Line | John Gorka | 3:33 | ||
| Missin' You | Little Feat | 2:21 | ||
| Don't Think Twice. It's Alright | Susan Tedeschi | 4:43 | ||
| I Have A Good Day | Paul Thorn | 3:14 | ||
| Stand By Your Man | Lyle Lovett | 2:43 | ||
| The Water is Wide | John Gorka | 4:28 | ||
| Roll Um Easy | Little Feat | 2:31 | ||
| Different When It Comes To You | Bruce Cockburn | 2:57 | ||
| Drop In A Bucket | Mary Gauthier | 4:10 | ||
| Green-Eyed Girl | Ted Hawkins | 3:27 | ||
| Morning Is My Destination | Tift Merritt | 3:17 | ||
| Walking The Floor Over You | Teddy Thompson | 2:24 | ||
| Wildflowers | Chris Hillman | 2:51 | ||
| Lydia | Slaid Cleaves | 4:40 | ||
| Wild Horses | The Flying Burrito Brothers | 6:20 | ||
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | ||
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | ||
| Who Carried You | Malcolm Holcombe | 3:31 | ||
| Remember Me | The Little Willies | 3:59 | ||
| Stewart's Coat | Rickie Lee Jones | 4:31 | ||
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | ||
| Mercy Now | Mary Gauthier | 5:50 | ||
| A Father And A Son | Loudon Wainwright III | 3:21 | ||
| Dirty Water | Buddy & Julie Miller | 6:53 | ||
