| Old Wisconsin Jubilee | Berens & Greuel, Charlie Berens, Adam Greuel | 4:30 | |
| Boots On the Ground | Dos Gringos | 5:09 | |
| The British Grenadiers | Diane Taraz | 1:58 | |
| Comin' Round the Mountain | Uncle Dave Macon, Sam McGee | 3:07 | |
| Roll on Big Boy | Nebraska 66 | 2:45 | |
| Pack Up Your Troubles in Your Old Kit-Bag, and Smile, Smile, Smile | Nathan Lay | 3:08 | |
| The Flowers of Bermuda | Stan Rogers | 3:47 | |
| Haul Away the Whale | Jimmy Rankin | 4:22 | |
| The Blackfly Song | Wade Hemsworth | 2:59 | |
| Sam Gass | Harry McClintock | 3:21 | |
| Beer Barrel Polka | Frankie Yankovic And His Yanks | 2:19 | |
| Whiskey, You're the Devil - Live | The Clancy Brothers, Tommy Makem, Liam Clancy | 2:11 | |
| Barrett's Privateers | Stan Rogers | 4:32 | |
| Family Reunion | Corb Lund | 2:19 | |
| George | John Edmond | 3:15 | |
| Kill That Yankee Soldier | Un-Reconstructed | 3:40 | |
| Beer, Beer, Beer | The Clancy Brothers | 2:01 | |
| The Caisson Song | US Army Chorus | 2:47 | |
| The Big Rock Candy Mountain | Harry McClintock | 2:15 | |
| Over the Hills & Far Away | Treebeard | 4:03 | |
| When the World's On Fire | The Carter Family | 3:09 | |
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| All I Wanna Do is Play Cards | Corb Lund | 4:00 | |
| Fish in the Sea | Michiel Schrey, Sean Dagher, Nils Brown, Assassin's Creed | 1:29 | |
| Every Man a King - 2002 Remaster | Randy Newman | 1:02 | |
| Shores of Botany Bay | The Irish Rovers | 3:48 | |
| I Don't Want to Join the Air Force | Dos Gringos | 4:04 | |
| Rio Bravo | John Morgan Orquesta | 2:55 | |
| Give Me Forty Acres | Willis Brothers | 2:36 | |
| Mama Don't Whip Little Buford | Homer & Jethro | 2:41 | |
| Nine Thousand | Nebraska 66 | 2:58 | |
| John Paul Jones | Tommy Horton | 1:47 | |
| Dead Horse | Sean Dagher, Nils Brown, Michiel Schrey, Assassin's Creed | 1:07 | |
| Long Haired Preacher (Preacher and the Slave) | Harry McClintock | 3:18 | |
| The Orange and the Green | The Irish Rovers | 2:39 | |
| Blue Shadows on the Trail | The Satin Cowboy & the Seven Deadly Sins | 2:37 | |
| Ghosts Of The Rail | James Brian Coffey | 2:28 | |
| The Ghosts Of Boot Hill | The Hellbenders | 4:00 | |
| Dear Mr. President | John C. Reilly | 2:45 | |
| Uncle Jim's Rebel Soldier | Harry McClintock | 2:35 | |
| Uncle Penn | Rose Lee Maphis | 2:15 | |
| Devil's Best Dress | Corb Lund | 2:32 | |
| The Last Comanche Moon | Mike Blakely | 6:52 | |
| A Whale of a Tale | Kirk Douglas | 2:11 | |
| The Valiant Conscript | Tennessee Ernie Ford | 3:29 | |
| Drill, Ye Terriers, Drill | John McEuen, Colcannon | 1:52 | |
| M.T.A. | The Kingston Trio | 3:13 | |
| Johnny Got A Gun | Tom Paxton | 2:49 | |
| West Bound And Down | Jerry Reed, Bill Justis | 2:48 | |
| One-Eyed Sam | Tex Williams | 2:46 | |