| I Wish I Knew How It Would Feel to Be Free | John Denver | 3:49 | |
| Midnight Train | David Rawlings | 3:18 | |
| The Road | Danny O'Keefe | 3:49 | |
| Wild Bill Jones | Charlie Parr | 2:56 | |
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | |
| Can't Go Home | Brewer & Shipley | 2:31 | |
| Fire and Rain | John Denver | 3:44 | |
| Vaping on the Job | Dougie Poole | 5:26 | |
| Sooner Than Later | Dale Hollow | 4:14 | |
| Copperline | James Taylor | 4:21 | |
| Hickory Wind | The Byrds | 3:31 | |
| No Goodwill Stores in Waikiki | Blaze Foley & the Beaver Valley Boys | 3:10 | |
| Last of the Better Days Ahead | Charlie Parr | 3:11 | |
| Love Me Tenderly | The Felice Brothers | 3:40 | |
| Limited Liability | Izaak Opatz | 3:42 | |
| Tule's Blues | Warren Zevon | 3:02 | |
| I Used to Be a King | Graham Nash | 4:41 | |
| Poems, Prayers and Promises | John Denver | 4:06 | |
| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | |
| Brady | Backyard Tire Fire | 4:06 | |
| Some Day I'll Be a Farmer | Melanie | 2:51 | |
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| Golden Slumbers / Sweet Sweet Life / Tremble If You Must (Version II) | John Denver | 4:29 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Pecan Pie | Golden Smog | 2:53 | |
| Desperado | Linda Ronstadt | 3:34 | |
| Jamaica Say You Will - Remastered | Jackson Browne | 3:25 | |
| Someday Soon | Judy Collins | 3:46 | |
| Mamaloi | The Doobie Brothers | 2:30 | |
| Topo Chico | Robert Ellis | 3:04 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Tell Me Why | Neil Young | 2:57 | |
| Tupelo Honey | Van Morrison | 6:55 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Suite: Judy Blue Eyes - 2005 Remaster | Crosby, Stills & Nash | 7:24 | |
| The Roseville Fair | Bill Staines | 3:32 | |
| Dancing on the Wing | The Felice Brothers | 4:28 | |
| Good Time Charlie's Got the Blues | Danny O'Keefe | 3:00 | |
| Awaiting on You All (Early Take) | George Harrison | 2:40 | |
| Jazzman | Pure Prairie League | 2:36 | |
| Hard Headed Woman | Yusuf / Cat Stevens | 3:46 | |
| Come Monday | Jimmy Buffett | 3:11 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Homeless Brother | Don McLean | 4:21 | |
| Don't Think Twice It's Alright | Waylon Jennings | 2:41 | |
| Another Time And Place | Dave Van Ronk | 4:38 | |
| She Carries A Child | Cowboy | 3:47 | |
| Miles From Nowhere | Yusuf / Cat Stevens | 3:36 | |
| Crossroads | Don McLean | 3:39 | |
| Sunday Sunny Mill Valley Groove Day | Sir Douglas Quintet | 3:26 | |