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A Medium Exclusive First Listen: Lilly Winwood’s “Few More Records”

In 2015, Lilly Winwood needed a vacation. The countryside of her native Gloucestershire, England, felt too familiar, and London was, in her own words, “so big, so expensive, and reeked of havoc and loss and all that good stuff.” So Winwood hopped on a plane to Nashville, where she’d spent childhood summers visiting her mother’s family. The plan was to come back to England after a few weeks — but the vacation never ended. Now set to release a new single (“Few More Records”), a song with straight forward lyrics, that paired with her resonating vocals, make it an anthem for anyone whose career path is more like a maze than a straight arrow.
Growing up in Gloucestershire. Which live music venues (in and nearby) Gloucestershire are your favorites to catch a show?
It’s honestly been a while since I’ve managed to catch a show back in Gloucestershire, but from what I can remember The Frog and Fiddle in Cheltenham was always my favourite place to catch a live show or to play. They always had such a variety of different genres of players, both local and out of town, and in an area where an eclectic sense of music is sparse, the place never seemed to disappoint.
You began touring at 16 after playing in a band with your brother. Can you describe taking the stage for the first time on tour?
The only way I can describe taking the stage being so young was absolutely terrifying. I was definitely still learning how to navigate around my confidence and figure out my sound so to be that vulnerable in front of somewhat large crowds was an experience that truly took a lot of convincing on my part to repeat.