| Atlantic City | The Band | 5:14 | |
| Life Is Beautiful | Keb' Mo' | 4:16 | |
| Panning for Gold | Ben Sollee | 4:29 | |
| Champion Angel | The Low Anthem | 5:31 | |
| Before This Time | Ollabelle | 2:17 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| Waiting All Night | Phish | 4:58 | |
| Mexico - 2019 Remaster | James Taylor | 2:58 | |
| California | Joni Mitchell | 3:50 | |
| When We Fall In | Sean Hayes | 4:45 | |
| Love That Conquers | The Swell Season | 3:56 | |
| Most In The Summertime | Rhett Miller, Black Prairie | 4:47 | |
| The Persecution and Restoration of Dean Moriarty - On the Road | Aztec Two-Step | 4:16 | |
| Carey | Joni Mitchell | 3:02 | |
| Grace for Saints and Ramblers | Iron & Wine | 3:35 | |
| Valhallas | The Barr Brothers | 4:30 | |
| Most People | Dawes | 4:31 | |
| Kathy's Song | Simon & Garfunkel | 3:17 | |
| Way Over Yonder | Carole King | 4:43 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Kentucky Pill | Johnny Flynn | 3:52 | |
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| Wildflowers | Tom Petty | 3:10 | |
| Let It Shine | Jeremy Fisher | 3:53 | |
| Rewrite | Paul Simon | 3:49 | |
| America | Simon & Garfunkel | 3:35 | |
| Jesus Was a Crossmaker - 2007 Remaster | The Hollies | 3:46 | |
| Smackwater Jack | Carole King | 3:41 | |
| Distant Sures | The Cave Singers | 3:11 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | |
| Take a Giant Step - 1969 Version | Taj Mahal | 4:15 | |
| Indiana | The Samples | 3:48 | |
| April Come She Will | Simon & Garfunkel | 1:49 | |
| New York Is My Home | Dion, Paul Simon | 4:31 | |
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | |
| Oh No | Andrew Bird | 4:20 | |
| That Song About the Midway - 2008 Remaster | Bonnie Raitt | 4:44 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Harder Before It Gets Easier | David Wax Museum | 4:03 | |
| Man Over | Robinella and the CCstringband | 3:57 | |
| Proof | Paul Simon | 4:39 | |
| Where Do The Children Play? | Yusuf / Cat Stevens | 3:51 | |
| Mint | Kathleen Edwards | 4:51 | |
| Journey Through The Past | James Mercer | 3:47 | |
| Stage Fright - Remastered 2000 | The Band, Todd Rundgren | 3:43 | |
| If You Want To Sing Out, Sing Out | Yusuf / Cat Stevens | 2:45 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |
| Hang Loose | Alabama Shakes | 2:24 | |