| I Guess He'd Rather Be in Colorado | Mary Chapin Carpenter | 3:14 | |
| One Candle | Forest Sun | 3:15 | |
| Make It Me | Max Gomez | 3:32 | |
| Beautiful Scars | Blackie & The Rodeo Kings, City and Colour | 4:55 | |
| Last Night Of The World | Bruce Cockburn | 4:51 | |
| Virginia Calling | Sons Of Bill | 5:12 | |
| Long Ride | Amanda Anne Platt & the Honeycutters | 3:47 | |
| Running Out of Time | Darden Smith | 3:36 | |
| Eddy Boy | William Prince | 4:28 | |
| Bitter End | The Jayhawks | 4:17 | |
| You Got to Me | James McMurtry | 5:23 | |
| Knowing How It Ends | Forest Sun | 2:53 | |
| Killing the Blues | Chris Smither | 5:49 | |
| Day After Tomorrow | Darden Smith | 3:27 | |
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | |
| Who Am I To Say | Justin Townes Earle | 3:08 | |
| Welding Burns | Rod Picott | 3:43 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Take Me Back To Yesterday | Darrell Scott | 4:02 | |
| Little Maggie | Darden Smith | 3:00 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
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| Bloom | William Prince | 3:56 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Isn't Love Great | Sam Baker | 4:38 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Some Days Are Diamonds | Amos Lee | 3:58 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Stop Wasting Time | Marc Ferrari, Darden Smith | 3:13 | |
| Baltimore | Darden Smith | 3:04 | |
| That's All I'll Ever Become | William Prince | 3:37 | |
| Miles Away | Josh Ritter | 3:53 | |
| Long May You Run | Nils Lofgren | 3:21 | |
| Run from You | Max Gomez | 3:59 | |
| Marie | The Honeycutters | 4:43 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Old Good Friend - Bonus Track | Jeffrey Martin | 3:37 | |
| Off And Running | James McMurtry | 3:54 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Pale Fire | Amanda Shires | 3:16 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Love Calling | Darden Smith | 3:44 | |
| Mercy | Po' Girl | 4:56 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Box of Rain | Steve Forbert | 5:13 | |
| Can You Hear Me Love You | Lukas Nelson and Promise of the Real | 5:46 | |
| Life is Fine | Tom Rush | 3:39 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Wildflowers | Chris Hillman | 2:51 | |
