Live Music

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 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!

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!

Spend your afternoon with the Lindsay Austin Duo, bringing their signature blend of acoustic charm and smooth harmonies to Fleetwood. Perfect for a laid-back day with great wine, their performance offers an enjoyable mix of songs to set the mood.
Relax, unwind, and let their music be the perfect backdrop to your weekend!

Join us for an unforgettable afternoon with Laura Cashman, a powerhouse vocalist and Best of Loudoun 2024 Finalist! Known for her unmatched energy and crowd engagement, Laura brings a wide-ranging setlist of hits from the 70s to today, along with a few original songs.
With her dynamic performances and acoustic guitar, Laura creates a fun, entertaining, and memorable experience. Don’t miss the chance to enjoy her incredible talent while sipping your favorite Fleetwood wines!

Grayson Moon, a talented singer-songwriter blending soulful vocals with contemporary guitar and electronic vibes. Drawing inspiration from legends like Sam Cooke and Elvis Presley, Grayson creates a unique Indie-Soul experience that’s sure to captivate.
With a background in classical voice and a passion for genre-blending soundscapes, Grayson has become a crowd favorite on stages across the East Coast. Don’t miss this opportunity to enjoy his soulful artistry in Fleetwood’s enchanting setting!

Zach Jones is a Northern Virginia–based musician known for his versatile solo acoustic sets. His performances blend classics and modern favorites—from The Beatles and Neil Young to John Mayer, Dave Matthews Band, The Black Keys, Noah Kahan, and more—plus a few original songs.
A regular performer at local breweries, wineries, and private events, Zach brings an engaging acoustic sound wherever he plays. We’re excited to welcome him to 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!

David is a seasoned DC-area musician who has been performing since age nine. Known for his versatility, he blends influences from pop, rock, reggae, hip-hop, and indie, and has played everything from vocals and rhythm guitar to drums, bass, and keys. He’s currently working on his solo debut Doux-Amer with Nathon Haddon of Haddon Records and also founded the nostalgic alternative rock DJ series Back To The 90s.
David has shared the stage with artists like Weezer, Ryan Cabrera, Ash, Ballyhoo!, and Ozma, and has performed at major venues including Nationals Park, The Fillmore, Union Stage, and Jammin’ Java.
Come enjoy a great afternoon of live music with David at Fleetwood!

Join us for an incredible live performance with Shane Hines, a powerhouse singer-songwriter and producer whose music bridges pop, rock, country, and Americana. With years of experience writing and producing alongside top Nashville talent, Shane brings grit, honesty, and emotion to every song.
A John Lennon Songwriting Contest finalist and acclaimed performer, his sound blends heartfelt lyrics with polished musicianship. Get ready for an unforgettable afternoon of live music!