| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | ||
| The One I Love is Gone | Hazel Dickens, Alice Gerrard | 3:11 | ||
| If I Need You | Karl Blau | 3:54 | ||
| City of New Orleans | Steve Goodman | 3:50 | ||
| Ramblin' Boy | Tom Paxton | 3:58 | ||
| Oh Susanna | The Be Good Tanyas | 4:20 | ||
| Christchurch Woman | Justin Townes Earle | 4:11 | ||
| Both Sides Now | Dave Van Ronk | 5:14 | ||
| Boomtown | Greg Brown | 3:19 | ||
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | ||
| Better Times Will Come | Diana Jones | 2:53 | ||
| Mama's Opry | Iris DeMent | 3:25 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| Three Chords and Truth | Lynn Miles | 3:30 | ||
| Little Bird of Heaven | Reeltime Travellers | 3:06 | ||
| Do I Ever Cross Your Mind | Chet Atkins | 2:38 | ||
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | ||
| Always | John Gorka | 3:55 | ||
| Blessed Assurance | Iris DeMent | 6:26 | ||
| The Last Bus | Zoe Muth | 5:59 | ||
| Souvenirs | John Prine | 3:42 | ||
| Unlock more with Songs Like X Pro | ||||
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | ||
| He Was A Friend Of Mine | Dave Van Ronk | 3:21 | ||
| My Remembrance of You | Diana Jones | 3:40 | ||
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | ||
| Biloxi | Jesse Winchester | 3:19 | ||
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | ||
| If I Had Known | Greg Brown | 3:25 | ||
| Western Stars | k.d. lang | 3:15 | ||
| My Town | Kate & Anna McGarrigle | 3:00 | ||
| Evening Gown | Alejandro Escovedo | 3:28 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | ||
| That Glad Reunion | Iris DeMent | 2:10 | ||
| The Way I Love Her | Bap Kennedy | 3:30 | ||
| The Road To Ensenada | Lyle Lovett | 4:15 | ||
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | ||
| No Love Today | Chris Smither | 4:44 | ||
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | ||
| Let the Mystery Be | Iris DeMent | 2:50 | ||
| If I Were a Bluebird | Linda Thompson | 6:50 | ||
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | ||
| L.A. County | Lyle Lovett | 3:19 | ||
| Emerald Street | Eliza Gilkyson | 3:45 | ||
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | ||
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | ||
| Who Carried You | Malcolm Holcombe | 3:31 | ||
| Wayward Wind | Mary McCaslin | 3:29 | ||
| You Were On My Mind | Ian & Sylvia | 2:47 | ||
