| If You Don't Like Hank Williams | Kris Kristofferson | 1:50 | |
| Whose That | John Hartford | 1:50 | |
| Hippie from Olema No. 5 | The Youngbloods | 2:01 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | |
| The Train Carrying Jimmy Rodgers Home | Greg Brown | 3:24 | |
| John Hardy | Mike Seeger | 2:44 | |
| Reno Ride | Clarence White | 1:05 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| How Come You're Being So Good to Me | John Hartford | 2:02 | |
| Ruby, Are You Mad At Your Man? | The New Lost City Ramblers, Cousin Emmy | 1:57 | |
| Pretty Daughter | Bad Livers | 2:36 | |
| Early | Greg Brown | 3:31 | |
| New Country Blues | Emmitt-Nershi Band | 3:46 | |
| What of Alicia | Terry Allen | 5:03 | |
| Come All You Virginia Girl | Foghorn Stringband | 3:07 | |
| Franklin Roosevelt's Back Again | The New Lost City Ramblers | 2:21 | |
| Greasy Dollar | David Childers | 3:46 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Burden of Freedom | Kris Kristofferson | 3:21 | |
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| Hong Kong Hillbilly AKA Nashville West | Clarence White | 1:56 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Railroad Blues | Sam McGee | 2:48 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Blue Canadian Rockies | The Byrds | 2:01 | |
| Walkin' Down the Line - Demo - 1963 | Bob Dylan | 2:51 | |
| Ground Hog | The Doc Watson Family | 2:21 | |
| I'd Like To Be A Train | Larry Sparks | 4:03 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Jesus Was a Capricorn (Owed to John Prine) | Kris Kristofferson | 2:29 | |
| Kings And Queens | Loudon Wainwright III | 2:20 | |
| Afraid | Ted Hawkins | 4:36 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| Highway Cafe | Kinky Friedman | 3:39 | |
| Roll On Buddy | The Kentucky Colonels | 2:18 | |
| Darcy Farrow | The Rice Brothers | 3:59 | |
| On My Way Back To The Old Home | The Bluegrass Album Band | 2:32 | |
| The Golden Globe Award | John Hartford | 4:25 | |
| Gum Tree Canoe | John Hartford | 4:05 | |
| The Train That Carried My Girl From Town | The Earls Of Leicester | 2:46 | |
| Long Journey Home | The Kentucky Colonels | 1:57 | |
| Old Home Place | J.D. Crowe & The New South | 2:48 | |
| Cuckoo's Nest | John Hartford | 3:14 | |
| Banks Of The Pontchartrain | Nanci Griffith | 3:46 | |
| Old Train | Tony Rice Unit | 2:10 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Pamela Brown | Leo Kottke | 4:05 | |
| Midnight Blues | Leftover Salmon | 3:12 | |