| # | Title | Artist | Length |
|---|
| 1 | Bury Me Beneath the Weeping Willow | Ricky Skaggs | 2:44 |
| 2 | Wild Rippling Water (live) | Judy Collins | 3:40 |
| 3 | Sam Bass | Michael Martin Murphey | 4:51 |
| 4 | The Roving Gambler | Doc Watson | 2:29 |
| 5 | Midnight on the Stormy Deep | Sam Bush | 3:52 |
| 6 | Cool Water | The Replacements | 3:05 |
| 7 | Windy Bill | Tom Rush | 2:16 |
| 8 | The Wagoner’s Lad | The Duhks | 3:32 |
| 9 | Back in the Saddle | Jim Kweskin | 2:48 |
| 10 | Old Paint | Loudon Wainwright III | 3:48 |
| 11 | All the Pretty Little Horses (live at the recording studio) | The Big Three | 2:46 |
| 12 | John Henry | Bob Gibson | 2:16 |
| 13 | I’d Like to Be in Texas When They Roundup in the Spring | Don Edwards | 2:50 |
| 14 | Arkansas Traveler (acoustic version) | Béla Fleck and the Flecktones | 3:05 |
| 15 | Jesse James | The Pogues | 2:59 |
| 16 | When the Work’s All Done This Fall | Michael Martin Murphey | 3:18 |
| 17 | Home on the Range (live from Cowtown) | Don Edwards & Waddie Mitchell | 3:19 |
| 18 | Oh My Darling Clementine | Anthony Ventura | 1:41 |
| 19 | Wreck of the Old Ninety‐Seven | Oscar Brand | 2:27 |
| 20 | The Lantern on the Wagon | Red Steagall | 2:10 |
| 21 | Tumbling Tumbleweeds | Frank Ifield | 3:37 |
| 22 | Turkey in the Straw | The Hi‐Lo’s | 1:59 |
| 23 | Ragtime Cowboy Joe | Jo Ann Castle | 1:35 |
