| Four Strong Winds | Conor Oberst, Gillian Welch, Dave Rawlings Machine | 4:24 | |
| Orphan Girl - Alternate Version | Gillian Welch | 3:29 | |
| I'm Using My Bible For A Roadmap | The Country Gentlemen | 2:55 | |
| You Can Close Your Eyes - 2019 Remaster | James Taylor | 2:29 | |
| Three Wooden Crosses | Randy Travis | 3:21 | |
| Way of the Triune God - Hallelujah Version | Tyler Childers | 3:28 | |
| Dry Bones | Willie Watson | 3:44 | |
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | |
| I Choose You | The Steeldrivers | 3:05 | |
| Stuff That Works | Guy Clark | 5:03 | |
| Scarlet Town | Gillian Welch | 3:40 | |
| Monkey And The Engineer | Dave Rawlings Machine | 3:38 | |
| Midnight Train | David Rawlings | 3:18 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Sunday Mornin' Comin' Down | Kris Kristofferson | 4:30 | |
| No One Knows My Name | Gillian Welch | 3:15 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Rise Up Singing | Daisy May | 3:35 | |
| Tennessee Flat Top Box | Rosanne Cash | 3:09 | |
| When A Cowboy Trades His Spurs For Wings | Gillian Welch, David Rawlings | 3:03 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
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| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Wildflowers | Tom Petty | 3:10 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| Halleluiah | Reeltime Travellers | 5:30 | |
| Let Your Light Shine On Me | Garrison Keillor, Robin Williams, Linda Williams, Prudence Johnson | 2:50 | |
| Danny's Song | Loggins & Messina | 4:14 | |
| I Knew This Place | David Mallett | 2:58 | |
| Brand New Day | Buddy Greene | 3:52 | |
| Fare Thee Well (Dink's Song) | Oscar Isaac, Marcus Mumford | 3:00 | |
| Wondrous Love | Blue Highway | 3:23 | |
| The Lord'll Provide | Mike Cross | 2:41 | |
| Be Ready To Sail | Claire Lynch | 3:26 | |
| When God Dips His Pen Of Love In My Heart | The Cox Family | 4:28 | |
| Years | Sierra Ferrell | 2:59 | |
| I'd Rather Have Jesus | Alison Krauss, The Cox Family | 3:18 | |
| Lonesome Valley | The Fairfield Four | 4:07 | |
| Rich Woman | Robert Plant, Alison Krauss | 4:03 | |
| If It Hadn't Been For Love | The Steeldrivers | 3:59 | |
| Warm Kentucky Sunshine | Adam Steffey | 3:49 | |
| The Weary Kind | Ryan Bingham | 4:18 | |
| How Can I Keep from Singing? | John McCutcheon | 2:14 | |
| Blue Bayou | The Cox Family | 4:01 | |
| Little Sadie | Norman Blake | 1:50 | |
| I've Got That Old Feeling | Alison Krauss | 2:56 | |
| King Of The Road | Roger Miller | 2:27 | |
| Please Read The Letter | Robert Plant, Alison Krauss | 5:53 | |
| Calico Train | Steve Martin | 4:46 | |
| The Night They Drove Old Dixie Down | The Band | 3:31 | |