| Heart Like a Wheel | Kate & Anna McGarrigle | 3:12 | |
| Winter Winds Blow | Mickey Newbury | 5:05 | |
| Tougher Than the Rest | Everything But The Girl | 4:14 | |
| Ruby Tuesday | Dick Gaughan | 4:31 | |
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| You Stay Here | Richard Shindell | 3:59 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Drifter's Escape | Patti Smith | 3:20 | |
| Versatile Heart | Linda Thompson | 3:25 | |
| I Like Ridin' | Chip Taylor | 2:06 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Sweet Marie | Hothouse Flowers | 6:01 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| Berlington Bertie From Bow (feat. Teddy Thompson) | Linda Thompson, Teddy Thompson | 3:58 | |
| Girl of the North Country - 2013 Remaster | The Waterboys | 4:22 | |
| Sailing By | Sinéad Lohan | 3:35 | |
| Forever Young - From NBC's Parenthood | Rhiannon Giddens, Iron & Wine | 4:21 | |
| She Said She Said | Chris Smither | 2:54 | |
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| What Do You Want Me to Do | Mike Scott | 3:01 | |
| Only Fooling - Commentary | Kelly Jones, Teddy Thompson | 1:25 | |
| Strange Boat - 2006 Remaster | The Waterboys | 3:06 | |
| Long Way Home | Tom Waits | 3:10 | |
| Navy Blue | Iain Matthews, Elliott Murphy | 5:57 | |
| Come What May | Jarrod Dickenson | 3:23 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Rumble Doll | Patti Scialfa | 3:25 | |
| Bitter End | The Jayhawks | 4:17 | |
| The Things That We Are Made Of | Mary Chapin Carpenter | 5:30 | |
| Old Shoes | Tom Waits | 4:25 | |
| Show Me The Place | The Webb Sisters | 4:03 | |
| Holy Rollers For Love | Jakob Dylan | 3:55 | |
| Thomas Drew | Martin Simpson | 3:43 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Right | Thompson, Teddy Thompson | 2:42 | |
| Secret Heart | Ron Sexsmith | 3:15 | |
| Sometimes I Forget | Loudon Wainwright III | 5:52 | |
| That's Enough Out Of You | Teddy Thompson | 2:40 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| You Finally Said Something Good (When You Said Goodbye) | Teddy Thompson | 2:41 | |
| Two Angels | Peter Case | 4:32 | |
| Golden Ring | Jenni Muldaur, Teddy Thompson | 3:01 | |
| Don't Ask Me To Be Friends | Teddy Thompson | 3:10 | |
| You're in My Love | Sinéad Lohan | 3:52 | |
| Anthem | Perla Batalla, Julie Christensen | 6:11 | |
| Something To Me | Tift Merritt | 4:09 | |