| Take 'Em Away | Old Crow Medicine Show | 3:34 | |
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| North Dakota | Lyle Lovett | 5:42 | |
| Green, Green Rocky Road | Oscar Isaac | 3:17 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Will the Circle be Unbroken | Michelle Wright, Iris DeMent, Mairéad Ní Mhaonaigh | 4:37 | |
| Your Mother And I | Loudon Wainwright III | 2:33 | |
| Work Song | Dan Reeder | 2:17 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Livin' on the Inside | Iris DeMent | 3:24 | |
| If I Had A Boat | Lyle Lovett | 3:09 | |
| Not Over By Half | Joan Shelley | 4:33 | |
| The City of New Orleans | Arlo Guthrie | 4:34 | |
| Fare Thee Well (Dink's Song) | Marcus Mumford, Oscar Isaac, Punch Brothers | 3:35 | |
| Sylvie | Sweet Honey In The Rock | 2:03 | |
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| Long Time Traveller | The Wailin' Jennys | 2:10 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Mr. Bojangles | David Bromberg | 7:28 | |
| Over the Red Cedar | Charlie Parr | 4:19 | |
| Fond Farewell | Seth Avett & Jessica Lea Mayfield | 2:59 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| Trust Each Other | Ralph Stanley, Friends, Iris DeMent | 2:32 | |
| Memphis Rain | Aaron Lee Tasjan | 3:38 | |
| Tennessee River Runs Low | The Secret Sisters | 3:41 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Crossing Muddy Waters | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:48 | |
| Birmingham | Shovels & Rope | 4:00 | |
| Green Rocky Road | Dave Van Ronk | 3:55 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Ridin' That Midnight Train | Ralph Stanley, Friends, Iris DeMent | 2:37 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| Madame George - 1999 Remaster | Van Morrison | 9:45 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| No Love Today | Chris Smither | 4:44 | |
| He Was A Friend Of Mine | Dave Van Ronk | 3:21 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Keep On The Sunny Side | The Whites | 3:34 | |
| The Old Rugged Cross | Tom Russell, Iris DeMent, Kari Bremnes | 1:28 | |
| When I Go Away | Levon Helm | 4:32 | |
| Love Has Come For You | Steve Martin, Edie Brickell | 3:08 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Miles From Nowhere | Yusuf / Cat Stevens | 3:36 | |
| Danny’s Song | Tift Merritt | 2:08 | |
