26 Nov 2019 - The Centre at Casino New Brunswick, Moncton, NB, Canada
Main: Cotton Jenny, Sweet Guinevere, Never Too Close, 14 Karat Gold, I'd Rather Press On, A Painter Passing Through, Carefree Highway, Did She Mention My Name, Ribbon of Darkness, Sundown, The Wreck of the Edmund Fitzgerald, Christian Island (Georgian Bay), Shadows, Beautiful, Rainy Day People, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Waiting for You
24 Nov 2019 - Rebecca Cohn Auditorium, Halifax, NS, Canada
Main: Waiting for You, The Watchman's Gone, Don Quixote, Minstrel of the Dawn, Never Too Close, Shadows, Beautiful, Carefree Highway, Did She Mention My Name, Ribbon of Darkness, Sundown, The Wreck of the Edmund Fitzgerald, A Painter Passing Through, I'd Rather Press On, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Rainy Day People
23 Nov 2019 - Rebecca Cohn Auditorium, Halifax, NS, Canada
Main 1: Waiting for You, The Watchman's Gone, 14 Karat Gold, Make Way for the Lady, Let It Ride, I'd Rather Press On, Beautiful, Carefree Highway, Cotton Jenny
Main 2: Ribbon of Darkness, Sundown, The Wreck of the Edmund Fitzgerald, Never Too Close, A Painter Passing Through, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Cold on the Shoulder
22 Nov 2019 - Rebecca Cohn Auditorium, Halifax, NS, Canada
Main 1: Sweet Guinevere, Did She Mention My Name, Waiting for You, Never Too Close, 14 Karat Gold, A Painter Passing Through, Spanish Moss, Shadows, Rainy Day People, Cotton Jenny, The Wreck of the Edmund Fitzgerald
Main 2: Carefree Highway, Ribbon of Darkness, Sundown, I'd Rather Press On, Minstrel of the Dawn, Beautiful, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Song for a Winter's Night
6 Jul 2019 - Tudhope Park, Orillia, ON, Canada
No setlist data available
17 Jun 2019 - Meyer Theatre, Green Bay, WI, USA
Main 1: Cotton Jenny, Sweet Guinevere, Never Too Close, 14 Karat Gold, I'd Rather Press On, Beautiful, A Painter Passing Through, Much to My Surprise, Cold on the Shoulder, Too Many Clues in This Room, Carefree Highway, Did She Mention My Name, Ribbon of Darkness, Sundown
Main 2: Now and Then, The Wreck of the Edmund Fitzgerald, Christian Island (Georgian Bay), Shadows, Minstrel of the Dawn, Rainy Day People, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Waiting for You
16 Jun 2019 - Paramount Theatre, Cedar Rapids, IA, USA
No setlist data available
15 Jun 2019 - Coronado Performing Arts Center, Rockford, IL, USA
No setlist data available
13 Jun 2019 - Liberty Hall, Lawrence, KS, USA
No setlist data available
12 Jun 2019 - Missouri Theater, St. Joseph, MO, USA
No setlist data available
11 Jun 2019 - Sheldon Concert Hall, Saint-Louis, MO, USA
Main 1: Waiting for You, The Watchman's Gone, Too Many Clues in This Room, Never Too Close, Don Quixote, A Painter Passing Through, Shadows, Beautiful, Much to My Surprise, Cold on the Shoulder, Sweet Guinevere, The Wreck of the Edmund Fitzgerald, Carefree Highway
Main 2: Cotton Jenny, Ribbon of Darkness, Sundown, I'd Rather Press On, 14 Karat Gold, Minstrel of the Dawn, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Rainy Day People
9 Jun 2019 - Pabst Theater, Milwaukee, WI, USA
Main 1: Now and Then, Waiting for You, The Watchman's Gone, 14 Karat Gold, Minstrel of the Dawn, Christian Island (Georgian Bay), Make Way for the Lady, I'd Rather Press On, Beautiful, Let It Ride, Carefree Highway, Cotton Jenny, Ribbon of Darkness, Sundown
Main 2: Sweet Guinevere, The Wreck of the Edmund Fitzgerald, Never Too Close, Don Quixote, Shadows, Rainy Day People, A Painter Passing Through, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Cold on the Shoulder
8 Jun 2019 - Mankato Civic Center, Mankato, MN, USA
Main 1: Sweet Guinevere, Did She Mention My Name, Too Many Clues in This Room, Never Too Close, Don Quixote, Much to My Surprise, A Painter Passing Through, Spanish Moss + 14 Karat Gold, Shadows, Beautiful, The Watchman's Gone, The Wreck of the Edmund Fitzgerald
Main 2: Carefree Highway, Cotton Jenny, Ribbon of Darkness, Sundown, I'd Rather Press On, Minstrel of the Dawn, Rainy Day People, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Song for a Winter's Night
7 Jun 2019 - St. Croix Casino Danbury, Danbury, WI, USA
Main: Cotton Jenny, Sweet Guinevere, Never Too Close, 14 Karat Gold, Beautiful, I'd Rather Press On, Let It Ride, Carefree Highway, Did She Mention My Name, Ribbon of Darkness, Sundown, The Wreck of the Edmund Fitzgerald, Christian Island (Georgian Bay), Shadows, Minstrel of the Dawn, A Painter Passing Through, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Rainy Day People, Waiting for You
19 May 2019 - Wilbur Theatre, Boston, MA, USA
Main 1: Waiting for You, The Watchman's Gone, Too Many Clues in This Room, Never Too Close, Don Quixote, A Painter Passing Through, Shadows, Beautiful, Much to My Surprise, Cold on the Shoulder, Sweet Guinevere, The Wreck of the Edmund Fitzgerald
Main 2: Carefree Highway, Cotton Jenny, Ribbon of Darkness, Sundown, Spanish Moss, 14 Karat Gold, Minstrel of the Dawn, I'd Rather Press On, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Rainy Day People
18 May 2019 - Tupelo Music Hall, Derry, NH, USA
No setlist data available
17 May 2019 - Tarrytown Music Hall, Tarrytown, NY, USA
Main 1: Sweet Guinevere, Did She Mention My Name, Too Many Clues in This Room, Never Too Close, Don Quixote, A Painter Passing Through, Spanish Moss, Shadows, Clouds of Loneliness, Rainy Day People, The Watchman's Gone, The Wreck of the Edmund Fitzgerald
Main 2: Carefree Highway, Cotton Jenny, Ribbon of Darkness, Sundown, Ribbon of Darkness, I'd Rather Press On, 14 Karat Gold, Minstrel of the Dawn, Beautiful, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Song for a Winter's Night
15 May 2019 - Town Hall, New York, NY, USA
No setlist data available
14 May 2019 - Ram's Head On Stage, Annapolis, MD, USA
Main: Waiting for You, Cotton Jenny, Race Among the Ruins, Never Too Close, Shadows, A Painter Passing Through, Beautiful, The Watchman's Gone, The Wreck of the Edmund Fitzgerald, Carefree Highway, Did She Mention My Name, Ribbon of Darkness, Sundown, Christian Island (Georgian Bay), 14 Karat Gold, I'd Rather Press On, Let It Ride, If You Could Read My Mind, Restless, Baby Step Back, Early Morning Rain
Encore: Rainy Day People
13 May 2019 - The Birchmere, Alexandria, VA, USA
No setlist data available