| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Wrapped | Kelly Willis | 4:27 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| My Dog and Me | John Hiatt & The Goners | 3:15 | |
| This Old Town | Skydiggers | 2:40 | |
| In A Daydream - Acoustic | Freddy Jones Band | 4:00 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| East of Gary | Darrell Scott | 4:33 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| One Thing Right | Jim Cuddy | 5:44 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Lament | The Gourds | 4:50 | |
| Sweet Jane / Wichi Tai To | Michael Stanley | 5:33 | |
| We Just Disagree | Dave Mason | 3:00 | |
| Two Silver Hearts | Shake Russell | 3:30 | |
| Down By The Henry Moore | Blackie & The Rodeo Kings | 4:02 | |
| East Side Boys | Martin Zellar | 3:03 | |
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| Green Grass of California | The Band Of Heathens | 3:13 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Wonder | Natalie Merchant | 4:26 | |
| Cosmic Cowboy | Michael Martin Murphey, Willie Nelson, Jerry Jeff Walker, Lyle Lovett, Bruce Robison, Django Walker, Gary P. Nunn, Bob Livingston | 4:16 | |
| Old Enough (feat. Ricky Scaggs and Ashley Monroe) | The Raconteurs, Ricky Scaggs, Ashley Monroe | 5:45 | |
| Never Had It So Good | Mary Chapin Carpenter | 4:04 | |
| It's Sunday Pouring Down Rain | Skydiggers | 2:42 | |
| Copperline | James Taylor | 4:21 | |
| Dancing the Night Away - Remastered | Amazing Rhythm Aces | 5:40 | |
| Cute As A Bug | Lyle Lovett | 3:39 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| The Beauty Way | Ray Wylie Hubbard | 3:29 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Beaumont | Hayes Carll | 3:27 | |
| The American In Me | Steve Forbert | 4:09 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Come To The River | The Jayhawks | 4:28 | |
| Love Has Come For You | Steve Martin, Edie Brickell | 3:08 | |
| My Window Faces The South | Los Super Seven, Lyle Lovett | 2:29 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| If You're Here When I Get Back | John Eddie | 4:00 | |