| October Road | James Taylor | 3:56 | |
| Growin' Pain | Peter Wolf | 3:12 | |
| Birmingham (feat. Robert Randolph & Keb' Mo') | G. Love & Special Sauce, Robert Randolph, Keb' Mo' | 4:23 | |
| Find Yourself | Lukas Nelson and Promise of the Real | 5:21 | |
| Cleaning Windows | Van Morrison | 4:46 | |
| Summer's End | John Prine | 3:29 | |
| Wildflowers | Tom Petty | 3:10 | |
| What I'm Doing Here | Lake Street Dive | 3:26 | |
| Hey Baby Hey | Greg Brown | 3:28 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Farewell Blues | Luke Winslow-King | 4:01 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Homegrown Tomatoes | Guy Clark | 5:00 | |
| Running On Empty | Jackson Browne & David Lindley | 6:34 | |
| I Was Born To Love You | Ray LaMontagne | 4:11 | |
| You Can Close Your Eyes - 2019 Remaster | James Taylor | 2:29 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| I Want My Dog To Live Longer (The Greatest Wish) | Curtis Salgado, Alan Hager | 2:47 | |
| Stuff That Works | Guy Clark | 5:03 | |
| Once Upon A Time | Robert Bradley's Blackwater Surprise | 3:20 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
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| Queen Bee | Taj Mahal | 4:40 | |
| Annabelle | Gillian Welch | 4:04 | |
| Sunshine (Go Away Today) | Jonathan Edwards | 2:18 | |
| Eileen | Keb' Mo' | 6:31 | |
| Been Here Before | Christone "Kingfish" Ingram | 5:54 | |
| Just By Myself | Greg Brown | 4:45 | |
| Good Time Charlie's Got the Blues | Danny O'Keefe | 3:00 | |
| Long Time Gone | Darrell Scott, Tim O'Brien | 3:36 | |
| Wasn't My Time To Go | James Cotton | 4:16 | |
| If Love Can't Find A Way | Eric Lindell | 3:09 | |
| Tonight In My Dreams | David Francey | 2:09 | |
| Souvenirs | John Prine | 3:42 | |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| Soulshine | Gov't Mule | 7:47 | |
| A Better Man | Keb' Mo' | 5:14 | |
| All True Man | Big Head Todd and The Monsters, Ronnie Baker Brooks | 4:04 | |
| Morning Trian | David Francey | 2:28 | |
| Mission Temple Fireworks Stand | Paul Thorn | 3:35 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| One More Day | The Wood Brothers | 3:06 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| 50 Ways To Leave Your Lover | G. Love & Special Sauce | 4:21 | |
| Postcards From Hell | The Wood Brothers | 4:44 | |
| Things We Do | Indigenous | 4:33 | |
| For What It's Worth | Tab Benoit, Louisiana's LeRoux | 5:17 | |
| Better Not Look Down | B.B. King | 3:22 | |
| A Little Honey | Nathaniel Rateliff & The Night Sweats | 3:10 | |