| Jackson | Hem | 3:32 | |
| The Dutchman | John Gorka | 4:48 | |
| A Case of You | k.d. lang | 5:11 | |
| Dance Me to the End of Love | Eric Bibb, Jerry Yester | 4:38 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| Love and Hard Times | Paul Simon | 4:09 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| I Am The Ride | Chris Smither | 3:59 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| River's Fool | Corinne West, Kelly Joe Phelps | 5:00 | |
| Always | John Gorka | 3:55 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| Gatekeeper | Meg Hutchinson | 4:52 | |
| Dancing In The Dark | Ruth Moody | 4:18 | |
| Sham-a-Ling-Dong-Ding | Jesse Winchester | 4:03 | |
| Gentle Soldier of My Soul | Dave Carter, Tracy Grammer | 3:28 | |
| Lucky Man | David Francey | 3:34 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Blue River | Eric Andersen | 4:45 | |
| Unlock more with Songs Like X Pro |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| All This TIme | Sara Watkins | 3:15 | |
| One Light Shining | Ruth Moody | 4:43 | |
| Desperado | Lucy Wainwright Roche, Suzzy Roche | 3:03 | |
| Your Bright Baby Blues | Jackson Browne & David Lindley | 6:40 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| People My Age | John Gorka | 2:16 | |
| Give Me Love | Applewood Road, Amy Speace, Amber Rubarth, Emily Barker | 2:50 | |
| Strange Conversation | Kris Delmhorst | 3:36 | |
| Do I Ever Cross Your Mind | Red Molly | 3:21 | |
| Out of My Mind | Andy Polon, John Gorka | 2:55 | |
| Broken Things | Lucy Kaplansky | 4:05 | |
| I'll Find A Way (To Carry It All) (feat. Shara Nova) | The Blind Boys Of Alabama, Shara Nova | 3:40 | |
| Mine Till Morning | Darden Smith | 3:26 | |
| Helpless | k.d. lang | 4:17 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| More Than This | Lucy Kaplansky | 4:22 | |
| Always Will | Steve Martin, Edie Brickell | 2:25 | |
| Easy As The Rain | The Little Willies | 3:15 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| Wildberry Pie | David Wilcox | 3:09 | |
| Edge Of A Dream | Sarah Jarosz | 3:42 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Burgundy Heart Shaped Medallion | David Wilcox | 1:37 | |
| Kathy | Po' Girl | 4:17 | |
| I Know What Kind Of Love This Is | Cry Cry Cry | 4:29 | |
| The One Who Knows | Dar Williams | 3:46 | |
| Speaking With The Angel | Cry Cry Cry | 4:01 | |
