| You and I | Foy Vance, Bonnie Raitt | 4:29 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| I Thought I Was a Child - 2008 Remaster | Bonnie Raitt | 3:49 | |
| Boulder to Birmingham - 2003 Remaster | Emmylou Harris | 3:33 | |
| Keep Me in Your Heart | Warren Zevon | 3:28 | |
| Early Mornin' Rain | Peter, Paul and Mary | 3:08 | |
| Killing Me | Aztec Two-Step | 3:59 | |
| Streetlights - 2008 Remaster | Bonnie Raitt | 5:05 | |
| Love Hurts - 1973 Live Version | Gram Parsons | 5:36 | |
| Tambourine Man | Gene Clark | 5:37 | |
| Cool River | Maria Muldaur | 2:53 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| I Can't Stand the Rain | Lowell George | 3:21 | |
| Ol' 55 - 2013 Remaster | Eagles | 4:21 | |
| Do I Ever Cross Your Mind | Ray Charles, Bonnie Raitt | 4:34 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Harvest Moon | John C. Cale and Nico Nico | 5:07 | |
| Dreamin’ Again | Jim Croce | 2:41 | |
| We May Never Pass This Way (Again) | Seals and Crofts | 4:18 | |
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| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| I Don't Love You Much Do I | Guy Clark | 2:41 | |
| Grow Old With Me | Mary Chapin Carpenter | 3:21 | |
| Bird On the Wire | Tim Hardin | 5:27 | |
| A Lot of Good Ones Gone | Peter Wolf | 3:33 | |
| Easy Does It | Roger McGuinn | 2:40 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Cannons In The Rain | John Stewart | 3:24 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Rebecca - Remastered | Longbranch/Pennywhistle | 2:48 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Vincent | Don McLean | 4:03 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| All At Once | Bonnie Raitt | 5:03 | |
| Hard Headed Woman | Yusuf / Cat Stevens | 3:46 | |
| The Weight | The Staple Singers | 4:35 | |
| Till The Rivers All Run Dry | Pete Townshend, Ronnie Lane | 3:52 | |
| I'm On Your Side | Bonnie Raitt | 3:44 | |
| When Fall Comes To New England | Cheryl Wheeler | 3:16 | |
| Desolation Row | Chris Smither | 7:45 | |
| Let Him Fly | Patty Griffin | 3:11 | |
| Through Your Hands | John Hiatt | 4:50 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Walk Right Back | Chris Hillman | 2:30 | |
| Someday Darlin' | The Ozark Mountain Daredevils | 3:42 | |
| Good Hearted Man | Tift Merritt | 3:39 | |
| Love Letters | Elton John, Bonnie Raitt | 4:00 | |