| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | |
| Barbed Wire Boys | Susan Werner | 3:20 | |
| Favourite Band | Jackson Wadsworth | 3:17 | |
| Dear Old Man of Mine | Linda Thompson | 3:24 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| Mercy Street | Richard Shindell | 4:18 | |
| Genesis Hall | Richard Thompson | 3:30 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Cactus Tree | Caroline Herring | 4:31 | |
| You Got a Man Like Me Loving You | Dave Sutherland | 4:15 | |
| Side of the Road | Lucinda Williams | 3:27 | |
| Les Trois Beaux Oiseaux De Paradis | Linda Thompson | 2:24 | |
| Do It | Jesse Winchester | 1:27 | |
| Reunion Hill | Richard Shindell | 4:31 | |
| Blue River | Eric Andersen | 4:45 | |
| One Kind Word | Mary Reynolds, Doug Waterman, Mark Dann | 3:51 | |
| I Thought That We Said Goodbye - Commentary | Kelly Jones, Teddy Thompson | 1:13 | |
| Old Virginia Block | Devon Sproule | 3:15 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| Sylvie | Sweet Honey In The Rock | 2:03 | |
| Traveling Alone | Tift Merritt | 4:44 | |
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| Paint & Powder Beauty | Linda Thompson | 5:45 | |
| Whiskey Poet | Corinne West, Kelly Joe Phelps | 4:41 | |
| Look At You | Burton Jonathan | 3:22 | |
| Poor Girl - Klein | Po' Girl | 3:10 | |
| Say Grace | Sam Baker | 4:19 | |
| Spanish Boots of Spanish Leather | Ewan McLennan | 4:04 | |
| Blue Train | Maura O'Connell | 4:52 | |
| Jeans | Curtis Merritt | 2:59 | |
| Valentine's Day | Hem | 4:32 | |
| Transit | Richard Shindell | 5:43 | |
| Lakes of Pontchartrain | The Be Good Tanyas | 4:39 | |
| Dyke at Dorchester Cape (feat. Rocky Ripley, Dave Smith, Janet Crawford, Douglas Lochhead) | Janet Crawford, Rocky Ripley, Dave Smith | 2:48 | |
| A Turn Upon The Hill | Caroline Herring | 2:34 | |
| The Dark-Eyed Sailor | Steeleye Span | 5:58 | |
| Yankee Lady | Jesse Winchester | 4:02 | |
| Paddy's Lamentation | Linda Thompson | 3:11 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| Eastern in Eā | Jack Smylie | 3:51 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Down Low | Teddy Thompson | 5:52 | |
| Once More | Jenni Muldaur, Teddy Thompson | 2:36 | |
| King Of The Road | Teddy Thompson, Rufus Wainwright | 2:52 | |
| Ingrid Bergman | Billy Bragg, Wilco | 1:50 | |
| You Can Collect Stones | Colbert Barnard | 3:11 | |
| Everybody Move It | Teddy Thompson | 2:55 | |
| West | Lucinda Williams | 5:44 | |
| Bonny Boys | Thompson, Linda Thompson | 3:21 | |
| As You Were | Kelly Jones, Teddy Thompson | 2:36 | |