| …Despite the Weather | | | |
| Ain’t That Fine | | | |
| All This Time | | | |
| Am I That Easy to Forget | | | |
| Another Free Woman Gets to Walk Away | | | |
| Anthony | | | |
| Be There | | | |
| Beautiful Dreamer | | | |
| Best of Luck | | | |
| Big Mon | | | |
| Blanket for a Sail | | | |
| Blowin’ in the Wind | | | |
| Blue Shadows on the Trail | | | |
| Boulder to Birmingham | | | |
| Brokedown Palace | | | |
| Bygones | | | |
| Call My Name | | | |
| Celebrants | | | |
| Christmas Eve | | | |
| Close It Down | | | |
| Coming Up Close | | | |
| Crescent City | | | |
| Crossing Muddy Waters | | | |
| Destination | | | |
| Dire Wolf | | | |
| Edelweiss | | | |
| Elephant in the Corn | | | |
| Failure Isn't Forever | | | |
| First and Last Waltz | | | |
| Freiderick | | | |
| From the Beach | | | |
| Game to Lose | | | |
| Give Me Jesus | | | |
| Goddamned Saint | | | |
| Goddamned Saint (reprise) | | | |
| Going Out… | | | |
| Good Night | | | |
| Holding Pattern | | | |
| Hollywood Ending | | | |
| I‐89 | | | |
| Impossible | | | |
| In the Pines | | | |
| Invisible | | | |
| Iowa | | | |
| Jefferson | | | |
| Jolene | | | |
| La La Lu | | | |
| Late John Garfield Blues | | | |
| Like New Year’s Day | | | |
| Lock and Key | | | |
| Long Hot Summer Days | | | |
| Love of Mine | | | |
| Moon River | | | |
| Move Me | | | |
| New Blood | | | |
| Night Singing | | | |
| One Last Time | | | |
| Overland | | | |
| Pangaea | | | |
| Pony | | | |
| Pure Imagination | | | |
| Rest of My Life | | | |
| Ryland (Under the Apple Tree) | | | |
| Same Mistakes | | | |
| Say So | | | |
| Scotch & Chocolate | | | |
| See You Around | | | |
| Shady Grove | | | |
| Stay Awake | | | |
| Stone's Throw | | | |
| Strangers | | | |
| Take Up Your Spade | | | |
| Tenderhearted | | | |
| The Accord | | | |
| The Foothills | | | |
| The Love That Got Away | | | |
| The Meadow | | | |
| The Object of My Affection | | | |
| The Second Star to the Right | | | |
| The Truth Won’t Set Us Free | | | |
| Thinnest Wall | | | |
| To the Airport | | | |
| Tumbling Tumbleweeds | | | |
| Under the Pepper Tree | | | |
| Waitsfield | | | |
| Water Under the Bridge, Part 1 | | | |
| Water Under the Bridge, Part 2 | | | |
| When It Pleases You | | | |
| When You Wish Upon a Star | | | |
| Where the Long Line Leads | | | |
| Where Will You Be | | | |
| Whiskey Before Breakfast | | | |
| Why Should the Fire Die? | | | |
| Wild One | | | |
| Will We Go | | | |
| Without a Word | | | |
| You and Me | | | |
| You Don’t Know What’s Going On | | | |
| You’ll Never Walk Alone | | | |
| You’re the One | | | |
