Lilly Winwood

Nashville's best kept secret Lilly Winwood rounds out our 2025 30A Songwriters Sessions with songs and stories, in conversation with Jessie Scott. Once again, we've had a great time with our springtime series where we present artists in acoustic settings, taped in our beach house turned studio near Santa Rosa Beach, Florida, during the 30A Songwriters Festival. Here, you'll get Lilly performing new material: "Illusionist," "All Things Uncertain," and "Broken Promise."

“I always tell people I grew up in midair,” says Lilly Winwood with a contemplative laugh. She’s speaking about her bi-continental upbringing between…