| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| If I Had a Gun | Diana Jones | 3:41 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| You Might As Well | Sera Cahoone | 3:12 | |
| Buddies | Lauren Barth | 3:25 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| Kudzu | Amanda Shires | 2:56 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Westbound Train | Robert Ellis | 4:07 | |
| Cyrano's Song | Kenny Butterill, Zoe Muth, John Lee Sanders, David Grier | 3:46 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Annabelle | Zoe Muth | 5:41 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Goodbye My Son | The Good Luck Thrift Store Outfit | 3:25 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Unlock more with Songs Like X Pro |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Porcelain Doll | Chatham County Line | 3:06 | |
| To a God Unknown | Dead Horses | 3:34 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Slippin' | Amanda Shires | 2:39 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Two Hearts Down | The Black Lillies | 3:37 | |
| Such True Love | Zoe Muth | 4:08 | |
| Can't Say Goodbye | Cary Ann Hearst | 3:03 | |
| Mama | Lula Wiles | 3:18 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Keep It Clean | Willie Watson | 3:35 | |
| How Tall the Glass | Kristina Murray | 2:40 | |
| Wildwood | Chatham County Line | 3:06 | |
| Winter to Pry | The Deer | 4:34 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Half a Heart Keychain | Riddy Arman | 3:20 | |
| The Way She Looked at You | Sarah Shook & the Disarmers | 4:20 | |
| Finish Line | Jade Jackson | 4:03 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Troubles | Tara Nevins | 4:03 | |
