| More Than I Can Comprehend | The Lost Brothers | 2:16 | |
| The Bike Song | Kate & Anna McGarrigle | 3:54 | |
| A Thousand Kisses Deep | Jackson Brown | 7:21 | |
| (Do You Wanna) Come Walk with Me? | Isobel Campbell, Mark Lanegan | 3:26 | |
| The Long Time Now | T Bone Burnett | 2:57 | |
| Hole In My Heart | Martha Wainwright | 3:44 | |
| Brother Is Gone | Ry Cooder | 5:03 | |
| The Suitcase Waltz | Thomas Hellman, Martha Wainwright, Jessica Vigneault | 2:31 | |
| Black Muddy Water | Norma Waterson | 4:21 | |
| A Leaf from a Tree | Mary Coughlan | 4:36 | |
| Thanksgiving | Martha Wainwright | 5:01 | |
| Would You? | Holly Throsby | 3:12 | |
| Shipbuilding | The Unthanks | 3:46 | |
| The Lonesome Death of Hattie Carroll | Mason Jennings | 5:13 | |
| Rudy with a Flashlight | Evan Dando | 2:37 | |
| All the Pretty Horses | Calexico | 4:02 | |
| Heart Like a Wheel | Emmylou Harris, Anna McGarrigle, Krystle Warren, Martha Wainwright, Lily Lanken | 3:47 | |
| Waterboy | Rhiannon Giddens | 3:45 | |
| One Hell Of A Life | Katell Keineg | 3:35 | |
| Hobo's Lullaby | The Wainwright Sisters | 2:51 | |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
Unlock more with Songs Like X Pro |
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Black Mountain | Isobel Campbell, Mark Lanegan | 3:08 | |
| The Maker | Martha Wainwright | 4:08 | |
| After the Fire | The Lost Brothers | 3:34 | |
| Sunken Waltz | Calexico | 2:27 | |
| Black Irish Indian | Cherokee Rose | 3:17 | |
| Five, Four | Basia Bulat | 3:59 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Supernatural | Vic Chesnutt | 3:36 | |
| Being Right | Martha Wainwright | 4:36 | |
| Running | Ryan Downey | 3:11 | |
| Jealous Guy | Hurray For The Riff Raff | 3:27 | |
| Goodnight Irene | Kelly Joe Phelps | 5:39 | |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| Ballad of a Thin Man | Stephen Malkmus, The Million Dollar Bashers | 6:49 | |
| The Man Who Loved Beer | Lambchop | 2:49 | |
| Mrs Winchester | Printer Clips, Paul Noonan, Martha Wainwright | 2:51 | |
| Dark Moon | Amy LaVere | 2:38 | |
| Rain And Snow | The Be Good Tanyas | 4:01 | |
| Lovers In A Dangerous Time - Bonus Track | Frazey Ford | 4:37 | |
| Low Expectations | Edwyn Collins | 3:59 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Mixtape | Tift Merritt | 3:18 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| Spade | The BPA, Fatboy Slim, Martha Wainwright | 3:20 | |
| Anthem | Perla Batalla, Julie Christensen | 6:11 | |
| Man In The Long Black Coat | Joan Osborne | 4:50 | |