| Broken White Line | Kris Delmhorst | 3:24 | |
| Angeline | James McMurtry | 4:04 | |
| Northbound 35 | Richard Shindell | 5:18 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Texas Blues | Lucy Kaplansky | 2:49 | |
| Jackson | Hem | 3:32 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| Frankenstein's Got the Blues | Frank Tedesso, Richard Julian, Eric Wood, Richard Shindell | 5:22 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Merlin's Lament | Dave Carter, Tracy Grammer | 3:35 | |
| Please Return to Jesus | Bap Kennedy | 4:11 | |
| The Briar and the Rose | Old Man Luedecke | 3:36 | |
| Deep Blue Sea | Dead Horses | 4:03 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Next Best Western | Richard Shindell | 4:17 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Trace | Caroline Herring | 3:15 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Waiting For The Storm | Richard Shindell | 3:33 | |
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| On the Sea of Fleur De Lise | Richard Julian, Richard Shindell | 5:30 | |
| Whistler | Jim Cuddy | 5:06 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| Deep Water | Amy Helm | 4:08 | |
| The Last Fare of the Day | Richard Shindell | 5:19 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Homeless | Kris Delmhorst | 4:44 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| One Light Shining | Ruth Moody | 4:43 | |
| Summer of My Dreams | David Mallett | 3:08 | |
| Isn't That What Friends Are For? | Bruce Cockburn | 5:23 | |
| Lingering On | Tift Merritt | 2:43 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| The Kenworth of My Dreams | Richard Shindell | 4:05 | |
| Amelia | Corinne West, Kelly Joe Phelps | 3:53 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| My Love Will Follow You | Richard Shindell | 4:13 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Down Low | Teddy Thompson | 5:52 | |
| Almost | Cheryl Wheeler | 3:24 | |
| Lately (feat. Lucy Kaplansky & Richard Shindell) | Pine Hill Project, Lucy Kaplansky, Richard Shindell | 4:25 | |
| Long Gone | Bill Morrissey | 3:43 | |
| Get a Better One | Chris Smither | 3:24 | |
| The Kid | Cry Cry Cry | 5:39 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| 75 Septembers | Cheryl Wheeler | 4:06 | |
| Driving Home | Cheryl Wheeler | 4:50 | |