| Farmer's Song | Murray McLauchlan | 3:00 | |
| This Old Town | Skydiggers | 2:40 | |
| Wash Me Down | Jim Cuddy | 4:38 | |
| She Sang Hymns Out of Tune | Don Henley | 3:15 | |
| News from Colorado | Steve Earle | 2:29 | |
| Learning How to Live Alone | Travis Meadows | 4:06 | |
| Butterfly | Jimmy Rankin | 5:06 | |
| My Last Sunset | The Dillards, Don Henley, Bernie Leadon, Herb Pedersen | 3:19 | |
| Sunday Mornin' Comin' Down | Shawn Mullins | 7:36 | |
| Everybody Cries / All in Time (Reprise) | Jim Cuddy | 5:05 | |
| Emily | Andrew Combs | 3:59 | |
| Tennessee Roads | Melonie Cannon | 4:00 | |
| Always Rains in Portland | Mark Mackay | 3:49 | |
| Deep in the West | Shake Russell | 4:45 | |
| These Cowboys Born out of Their Time | Gretchen Peters | 4:12 | |
| The Way We Love | The Bacon Brothers | 3:23 | |
| All Good Things | Jackson Browne | 4:27 | |
| Till It Shines - from the motion picture Munford | Lyle Lovett, Keb' Mo' | 3:50 | |
| Don't Think Twice. It's Alright | Susan Tedeschi | 4:43 | |
| Unmistakable Love | Spencer Burton | 3:55 | |
| Giving up on Your Hometown | Lori McKenna | 3:15 | |
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| Will You Love Me in Heaven | J.P. Cormier | 4:48 | |
| Some Bridges | Jackson Browne | 4:51 | |
| Where Was I? | Paul Thorn | 4:07 | |
| That Old Flame | Don Henley, Martina McBride | 4:25 | |
| If I Needed You | Lyle Lovett | 3:46 | |
| Coming Down Over Here | Andrew Duhon | 4:32 | |
| A Mother Never Rests | Lori McKenna | 2:45 | |
| What About Your Heart | Chely Wright | 3:59 | |
| Get Together - SongAid | Jesse Colin Young, Steve Miller | 4:49 | |
| Seasons | Felicity Urquhart, Josh Cunningham | 3:47 | |
| Homesick | Sheryl Crow | 4:04 | |
| Brown Eyed Girl - Live | Caroline Jones | 3:50 | |
| Travelin' Texas | Shake Russell | 3:02 | |
| Even the River Runs out of This Town | Will Hoge | 3:19 | |
| I Loved You Yesterday | Lyle Lovett | 2:59 | |
| Wreck Of The Old 97 | John Mellencamp | 3:58 | |
| The House That Built Me | Tanya Tucker | 4:12 | |
| Washed Away | Tom Cochrane | 5:21 | |
| Whiskey Kisses | Johnny Reid | 3:37 | |
| Faith | Shawn Mullins | 4:19 | |
| Regular Days | Jim Cuddy | 3:55 | |
| Take Me To The Pilot | Brothers Osborne | 3:55 | |
| Travelin' Light | Dierks Bentley, Brandi Carlile | 3:14 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Everything | John Eddie | 5:08 | |
| Weak In The Knees - Acoustic Version; 2009 | Serena Ryder | 3:36 | |
| Everyone Watched the Wedding | Jim Cuddy | 5:32 | |
| The High Price Of Surviving | Shane Nicholson | 2:37 | |