| Title | Composer | Time |
| 1 | Intro [Instrumental] | | :25 |
| 2 | Sometimes the Pleasure's Worth the Pain | Nicholson, Stuart | 3:10 |
| 3 | Pilgrim [Act 1] | Stuart | :54 |
| 4 | Harlan County | Stuart | 1:32 |
| 5 | Reasons | Stuart | 3:31 |
| 6 | Love Can Go to... | Stuart | :31 |
| 7 | Red, Red Wing and Cheatin' Songs | Stuart | 3:11 |
| 8 | Truckstop | Stuart | 1:27 |
| 9 | Hobo's Prayer | Stuart | 3:37 |
| 10 | Goin' Nowhere Fast | Stuart | 3:10 |
| 11 | Observations of a Crow | Stuart | 5:27 |
| 12 | Intermission [Instrumental] | | :31 |
| 13 | Greatest Love of All Time | Stuart | 3:29 |
| 14 | Greatest Love of All Time (Reprise) [Instrumental] | Stuart | 1:54 |
| 15 | Draggin' Around These Chains of Love | Stuart, Campbell | 3:13 |
| 16 | Pilgrim Act 2 | Stuart | :37 |
| 17 | Redemption | Stuart | 1:49 |
| 18 | Pilgrim [Act 3] | Stuart | 6:04 |
| 19 | Outro [Excerpt from Sir Galahad] | Tennyson | 2:23 |
| 20 | Mr. John Henry, Steel Driving Man [Instrumental] | Scruggs, Stuart | 2:00 |
Marty Stuart
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