| California One/Youth And Beauty Brigade/Ask | Colin Meloy | 12:24 | |
| One Fast Move or I'm Gone | Jay Farrar, Benjamin Gibbard | 4:15 | |
| International Small Arms Traffic Blues | The Mountain Goats | 2:50 | |
| The Hand That Held Me Down | Two Gallants | 5:32 | |
| A Girl In Port | Okkervil River | 6:36 | |
| Baby Britain | Seth Avett & Jessica Lea Mayfield | 3:18 | |
| My Mother Was A Chinese Trapeze Artist | Tarkio | 4:06 | |
| Matthew 25:21 | The Mountain Goats | 5:50 | |
| Wasteland | Dan Bern | 6:38 | |
| Fred Jones, Pt. 2 | Ben Folds | 3:45 | |
| Red Rabbits | The Shins | 4:29 | |
| Train Leaving Gray | Mason Jennings | 2:20 | |
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | |
| Ghost Life | Bowerbirds | 5:24 | |
| Heartless, Heartless, Heartless | Joel Plaskett | 4:20 | |
| Springfield, or Bobby Got a Shadfly Caught in his Hair | Sufjan Stevens | 4:17 | |
| World Inside the World | Rhett Miller | 3:45 | |
| Crow Jane | Two Gallants | 8:02 | |
| If I Had More Time | Tarkio | 3:34 | |
| Two Towns from Me | Blind Pilot | 2:57 | |
| Ballad of Big Nothing | Seth Avett & Jessica Lea Mayfield | 2:34 | |
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| Postage Stamp World | Rogue Wave | 3:19 | |
| The Last Last One | The Weakerthans | 3:09 | |
| Of Minor Prophets And Their Prostitute Wives | Pedro The Lion | 2:53 | |
| Linger On | Two Gallants | 7:57 | |
| 1997 | Mason Jennings | 2:38 | |
| Joe Hill | Colin Meloy, Gillian Welch, Joan Baez | 4:05 | |
| Greetings In Braille | The Elected | 3:58 | |
| The Storms Are On The Ocean | Great Lake Swimmers | 4:05 | |
| Fellow Traveller | John K. Samson | 3:38 | |
| Night Windows | The Weakerthans | 4:35 | |
| You Must Build a Fire | Crooked Fingers | 5:38 | |
| To Make You Stay | Offa Rex, Olivia Chaney | 4:59 | |
| Phil's Song (Learn to Stop Time) | Conor Oberst and the Mystic Valley Band | 3:17 | |
| This God Damn House | The Low Anthem | 3:37 | |
| A King And A Queen | Okkervil River | 3:24 | |
| Oh the Moon | A.A. Bondy | 3:28 | |
| Cleanse Song | Bright Eyes | 3:28 | |
| Magpie to the Morning | Neko Case | 2:56 | |
| Mountains of Mourne | Tarkio | 3:35 | |
| Acts of Man | Frightened Rabbit | 4:53 | |
| Terrible Vision | Rhett Miller | 4:06 | |
| Trees Get Wheeled Away | Bright Eyes | 4:09 | |
| When I Drink | The Avett Brothers | 3:19 | |
| You Can Do Better Than Me | Death Cab for Cutie | 1:59 | |
| Goodbye Girl | Tarkio | 4:00 | |
| Pink-Slips | Okkervil River | 3:39 | |
| Strawberry Wine | Ryan Adams | 7:58 | |
| Pittsburgh | Mason Jennings | 3:55 | |