| Pontiac | Lyle Lovett | 2:25 | |
| Calling Me Home (with Francesco Turrisi) | Rhiannon Giddens, Francesco Turrisi | 3:49 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| Briar Rose | Aoife O'Donovan | 3:16 | |
| Simple Gifts | Traditional, Yo-Yo Ma | 2:31 | |
| Only a Dream | Mary Chapin Carpenter | 5:31 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Mango | Bruce Cockburn | 5:00 | |
| Closing Time | Lyle Lovett | 3:43 | |
| Whiskey Lullaby (feat. Alison Krauss) | Brad Paisley, Alison Krauss | 4:19 | |
| A Horse In The Country | Cowboy Junkies | 3:50 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Donald And Lydia | Steve Goodman | 4:51 | |
| Alone And Forsaken - 2007 Remastered Version | Emmylou Harris with Mark Knopfler & His Band | 3:31 | |
| Step Inside This House | Lyle Lovett | 5:29 | |
| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | |
| All of My Memories | Kathleen Edwards | 4:56 | |
| Katy | Kelly Joe Phelps | 6:13 | |
| Falling in Love Again (feat. Alison Krauss) | John Prine, Alison Krauss | 2:31 | |
| The Waking Hour | David Francey | 3:38 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
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| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| Sandusky | Uncle Tupelo | 3:43 | |
| California Bloodlines | Dave Alvin | 4:27 | |
| It's a Shame About Him | Jesse Winchester | 4:08 | |
| Shiver Me Timbers | Tom Waits | 4:26 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| The Iris Of The World | Bruce Cockburn | 3:22 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Love Will Tear Us Apart | June Tabor, Oysterband | 3:30 | |
| She Thinks I Still Care | Teddy Thompson | 3:46 | |
| Walk Through The Bottomland | Lyle Lovett | 4:13 | |
| Where Are You Tonight? | Cowboy Junkies | 5:05 | |
| Hard Times Come Again No More | Stephen C. Foster, Yo-Yo Ma, James Taylor, Edgar Meyer, Mark O'Connor | 3:43 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Oh My Sweet Carolina | Ryan Adams | 4:56 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| Nothin' | Robert Plant, Alison Krauss | 5:32 | |
| No Place To Fall | The Little Willies | 4:00 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| If Wishes Were Horses | Claire Lynch | 2:36 | |
| Tower Of Song | Martha Wainwright | 3:44 | |
| Love Has Come For You | Steve Martin, Edie Brickell | 3:08 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Corrina, Corrina | Boz Scaggs | 3:45 | |
| Brokedown Palace | Joan Osborne | 4:01 | |
| Away Down the River | Alison Krauss | 5:43 | |
| Scared At Night | Kathleen Edwards | 4:09 | |