Shop local and celebrate fall at Fleetwood! 🍂🍷 Join us from 11 AM–3 PM for a festive day of shopping with local vendors, sipping Fleetwood wine, and enjoying live music and Lost Rhino beer. Kids can get in on the fun with pumpkin carving, making this a great fall outing for the whole family. Whether […]
We’re excited to welcome adoptable dogs from Friends of Homeless Animals (FOHA) 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.
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!
Meet us on the lawn for a movie night with a side of wine! Bring your own blanket or lawn chair, grab a glass of wine, and settle in for a movie on the lawn with vineyard views. It’s the perfect excuse for a date night, a night out with friends, or simply a relaxing […]
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!
Stretch into the evening at Fleetwood with a special sunset Pilates experience on the Grand Terrace Lawn. This 45-minute mat class, led by BEARRE, is designed to leave you feeling […]
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!
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.
Often compared to legends like Tom Petty and Bruce Springsteen with a modern twist, Shane’s performance is sure to leave an impression. Don’t miss this chance to experience his soulful voice and passionate guitar in the intimate setting of Fleetwood!
Meet us on the lawn for a movie night with a side of wine! Bring your own blanket or lawn chair, grab a glass of wine, and settle in for a movie on the lawn with vineyard views. It’s the perfect excuse for a date night, a night out with friends, or simply a relaxing […]
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!
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