| Wake Me in Wyoming | Whitney Rose | 3:26 | |
| Corina, Corina | Tom Rush | 3:27 | |
| The Call | Catherine MacLellan | 3:12 | |
| Beautiful | Kimmie Rhodes | 4:24 | |
| Going Going Gone | Emma Swift | 3:30 | |
| Cradle of Love | Kelly Willis | 4:57 | |
| Penny To My Name | Eva Cassidy | 3:41 | |
| Anywhere You Go | Gareth Dunlop, Kim Richey | 3:17 | |
| A Light in the Window | Carrie Newcomer | 3:41 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Old Church Hymns & Nursery Rhymes | Beth Nielsen Chapman | 4:23 | |
| Circle of Boots | Dave Gunning, Atlantic String Machine | 3:19 | |
| Laughing River | Greg Brown | 4:19 | |
| Wild Roses | Kimmie Rhodes | 3:06 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Almost Persuaded | Jim Cuddy | 4:20 | |
| Heart of Stone | Geraint Watkins | 2:46 | |
| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Time and Love | Kimmie Rhodes | 3:57 | |
| Died to Soon | Prismatic Echoes | 1:16 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
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| Traveling Alone | Tift Merritt | 4:44 | |
| Do I Ever Cross Your Mind | Red Molly | 3:21 | |
| Yesterday | Kimmie Rhodes | 3:14 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Biding My Time | Catherine MacLellan | 3:42 | |
| Texas '81 | The Honeycutters | 4:40 | |
| Be Mine | Kimmie Rhodes | 4:19 | |
| East of Eden | Tom Rush | 3:29 | |
| Heard It All Before | Frances Black, Kieran Goss | 3:57 | |
| Chase Wild Horses | Kim Richey | 3:42 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Dragonflies | Eleanor Shanley | 4:53 | |
| King of Mexico | Bap Kennedy | 3:29 | |
| Bigger Boat (feat. Randy Newman) | Brandy Clark, Randy Newman | 3:34 | |
| Killing the Blues | Chris Smither | 5:49 | |
| Honest Life | Courtney Marie Andrews | 4:14 | |
| Diana Jones | Melissa Corbett | 4:37 | |
| I Have Everything | Kimmie Rhodes | 4:16 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| Stranger in the House (with Elvis Costello) | George Jones, Elvis Costello | 3:36 | |
| Three Minute Love Affair | Whitney Rose | 3:32 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| Sweetheart, Darlin' Of Mine | Claire Lynch | 3:05 | |
| Closer Still | Tish Hinojosa | 4:01 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |