| I Told Him That My Dog Wouldn't Run | Patty Larkin | 2:43 | |
| The Waking Hour | David Francey | 3:38 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| Old Man | The Wailin' Jennys | 3:11 | |
| Peace In The Valley | Gillian Welch | 2:49 | |
| A Penny More | Skydiggers | 4:16 | |
| Rumours Of Glory | Bruce Cockburn | 3:43 | |
| Do It | Jesse Winchester | 1:27 | |
| Our Lady Of The Shooting Stars | Mary Gauthier | 3:29 | |
| Shirt | Peter Mulvey | 3:10 | |
| New Speedway Boogie | Marc Cohn, Jim Lauderdale | 4:40 | |
| Watch Out for the Wind | Graham Nash | 3:06 | |
| Standing In My Shoes | Leo Kottke | 3:59 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| For Everyman | Jackson Browne & David Lindley | 5:36 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Indian Ocean | Frazey Ford | 6:08 | |
| The Right Stuff | Bap Kennedy | 3:46 | |
| Everybody Lies | Leo Kottke | 2:49 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
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| Might As Well Dance | Patty Larkin | 3:20 | |
| Thoughts On A Rainy Afternoon | Canadian Brass, Bruce Cockburn | 3:27 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Boulevard Of Broken Dreams | Bill Bourne | 3:25 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Nothing But A Breeze | Jesse Winchester | 4:34 | |
| Eight Miles High | Leo Kottke, Mike Gordon | 5:16 | |
| Taylor John | Kelly Joe Phelps | 5:43 | |
| The Long Time Now | T Bone Burnett | 2:57 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Deep Water | Amy Helm | 4:08 | |
| The Crow On The Cradle | Jackson Browne & David Lindley | 6:01 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Past and Future | Nash Adams | 3:57 | |
| Bless Your Foolish Heart | Jesse Winchester | 3:09 | |
| Riding on a Railroad - 2019 Remaster | James Taylor | 2:42 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Your Long Journey | Robert Plant, Alison Krauss | 3:54 | |
| Please Read The Letter | Robert Plant, Alison Krauss | 5:53 | |
| Kathy | Po' Girl | 4:17 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Crow's Nest | Kelly Joe Phelps | 4:51 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Roll On | The Little Willies | 3:06 | |
| Breakin' The Rules | Robbie Robertson | 5:50 | |