Events

Dan Barry is a singer-songwriter who blends rock, jazz, folk, and soul into a sound that’s entirely his own. His live performances guide listeners through both familiar favorites and deeper cuts, all highlighted by his percussive guitar style and impressive vocal range. Dan’s dynamic sound will set the perfect tone for a relaxing day at Fleetwood!

Scott Kurt brings a unique blend of Southern grit and Rust Belt rock to his signature country sound. Influenced by artists like Eric Church, Jon Pardi, Luke Combs, and Tom Petty, he delivers authentic, guitar-driven performances rooted in strong storytelling—evident in his single “American Man,” which reached the iTunes Country Top 40. His hard work and talent have earned him opening slots for major country acts including Cole Swindell, Montgomery Gentry, Jimmie Allen, Eli Young Band, Kip Moore, and Easton Corbin. Scott’s powerful mix of country and rock is the perfect fit for a great day at Fleetwood!

Garrett Mabe is a talented singer, songwriter, and performer who has been sharing his passion for music with audiences across the East Coast for over 15 years. From weddings and festivals to corporate events and live venues, Garrett brings an energetic and unforgettable performance style to every stage. With a repertoire of more than 600 songs and the ability to perform solo, as a duo or trio, or with a full band, he delivers the perfect mix of passion, vocal talent, and guitar skills for any crowd. We’re excited to welcome Garrett Mabe to Fleetwood and look forward to guests experiencing his incredible live music and high-energy performances!

Join us for an afternoon of music with Dave Goodrum, a Leesburg-based solo acoustic artist performing hits from the ’70s to today.
Blending rock, blues, funk, pop, and more, Dave brings a fresh mix of favorites from John Mayer to Johnny Cash, plus creative mashups and deep cuts that keep every set unique. You won’t want to miss this great live performance!

Spend your afternoon unwinding with Luke Andrews, whose versatile setlist offers a little something for everyone. Enjoy a blend of country, folk, indie, Americana, blues, jazz, and soft classic rock—all delivered with a cozy, coffeehouse vibe.
Pair the music with your favorite Fleetwood wine and make it a relaxing day to remember!

Join us for an afternoon of live music with Benjamin Weimer, a talented and down-to-earth performer bringing an incredible mix of rock, pop, and country classics to life. From timeless hits by Johnny Cash and Tom Petty to favorites by Green Day and Lynyrd Skynyrd, Benjamin’s versatile repertoire has something for everyone.
Grab a glass of wine, kick back, and enjoy an afternoon of great music in the relaxed ambiance of Fleetwood. Don’t miss it!

Spend your afternoon with Ryan Sill, a talented singer-songwriter and finalist from The Voice Season 7. Known for his smooth pop vocals blended with the soulful edge of blues and rock, Ryan brings a captivating performance to every stage.
Currently producing his debut album, Ryan’s music is available on all streaming platforms. Don’t miss the chance to enjoy his incredible sound while sipping your favorite Fleetwood wines!