| Some of Shelly's Blues | Michael Nesmith | 3:20 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Big Red Sun Blues | Lucinda Williams | 3:28 | |
| At The Crossroads | Doug Sahm | 2:09 | |
| Cowboy Movie | David Crosby | 8:11 | |
| Tulsa County | Jesse Ed Davis | 2:21 | |
| Mexico | The Souther-Hillman-Furay Band | 3:14 | |
| The Road | Danny O'Keefe | 3:49 | |
| High Sheriff of Calhoun Parrish | Tony Joe White | 3:53 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Low Rida | Lil Pimpin DPG, Big Pimpin', Cowboy | 1:02 | |
| Gates of Eden | Arlo Guthrie | 5:16 | |
| A Little Bit of Bad | NRBQ | 3:21 | |
| Grow Too Old | Bobby Charles | 4:02 | |
| Ten More Miles to Louisiana | Tony Joe White | 2:24 | |
| We Rap More Mellow | Younger Generation, Cowboy, Kid Creole And The Coconuts, Melle Mel, Mr. Ness, Rahiem | 8:51 | |
| Maybe Miracles | Cowboy | 4:31 | |
| Long Face | Bobby Charles | 3:38 | |
| Don't Want to Die in Georgia | Brewer & Shipley | 3:47 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Dealer's Blues | Doug Sahm | 2:59 | |
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| Sip The Wine | Rick Danko | 4:03 | |
| I Don't Get It | Cowboy | 4:29 | |
| Alimony | Ry Cooder | 2:55 | |
| Work Work | Kevin King, Legacy, Cowboy | 3:03 | |
| Twilight (Live) | Rick Danko, Garth Hudson | 4:29 | |
| Two Hangmen | Mason Proffit | 5:00 | |
| Wouldn't You Believe It - Remastered | Arlo Guthrie | 3:22 | |
| Hey You (Looking at the Moon) | Graham Nash | 2:17 | |
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Midnight Train | David Rawlings | 3:18 | |
| Devil in a Sleepin' Bag | Willie Nelson | 2:38 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Alabama Highway | Steve Young | 5:03 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Innocence Song | Cowboy | 1:56 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |
| Don't The Moon Look Fat And Lonesome | Joy Of Cooking | 4:10 | |
| Rip & Snort | Cowboy | 4:13 | |
| Everybody's Talkin' | Fred Neil | 2:44 | |
| For A Spanish Guitar | Gene Clark | 4:58 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Only You Know And I Know | Dave Mason | 4:07 | |
| My Baby Gives It Away | Pete Townshend, Ronnie Lane | 4:00 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Everybody Knows Your Name | Cowboy | 4:44 | |
