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Travis Tucker is a D.C.-area singer-songwriter best known for his Top 16 finish on American Idol Season 4 and high-energy live performances across the region. He blends soulful vocals with pop and hip-hop influences, creating an engaging, crowd-driven show. Join us at Fleetwood Farm Winery as Travis brings his dynamic sound to the property for […] |
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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. |
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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. |
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Join us for an afternoon of music with Shane Gamble, a Maryland native blending Country, Rock, Pop, and Americana into a sound that’s uniquely his own. With a career that includes a Top 10 single on SiriusXM’s The Highway and his acclaimed album American Heart, Shane’s music captures the essence of heartfelt storytelling and raw energy. |
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We’re excited to welcome five adoptable dogs from Friends of Homeless Animals to Fleetwood for a festive meet-and-greet this weekend! It’s the perfect chance to meet a pup who could be your forever friend! All dogs are welcome inside, so stop by and meet these sweet adoptables.
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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. |
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Join us for an evening of rosé tastings, light bite pairings, and a fun rosé passport experience in our Vine Room garden! Wine Club members are welcome to bring up to two guests to enjoy this exclusive summer gathering. Wine tastings will include: Clara C Rossato ProseccoFleetwood Rosé 2020Garden Rosé 2021 $25 tickets | $30 […] |
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Karen Jonas is an acclaimed singer-songwriter and poet known for her cinematic, whiskey-soaked Americana sound and razor-sharp, emotionally honest storytelling. Blending indie noir with roots music, her songs and poems explore modern love with humor, heat, and heart. We’re excited to welcome Karen Jonas for live music at Fleetwood this Valentine’s Day, setting the perfect […] |
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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. |
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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. |
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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. |
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Join us for an afternoon with Gary Smallwood, a seasoned musician whose soulful, guitar-driven sound blends classic rock, blues, country, and funk. Performing professionally since age 16, |
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Dan McGuire is a talented guitarist, singer, and bandleader based in the Frederick, Maryland area, known for delivering engaging live performances at weddings, wineries, and corporate events throughout Virginia, Washington D.C., and Maryland. Whether performing solo acoustic sets or with the Dan McGuire Group, he brings an energetic mix of music spanning multiple decades and genres, creating the perfect atmosphere for any occasion. We’re excited to welcome Dan McGuire to Fleetwood and look forward to sharing his incredible live music with our guests! |
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Join us for an afternoon of music with Shane Gamble, a Maryland native blending Country, Rock, Pop, and Americana into a sound that’s uniquely his own. With a career that includes a Top 10 single on SiriusXM’s The Highway and his acclaimed album American Heart, Shane’s music captures the essence of heartfelt storytelling and raw energy. |
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