Upcoming Events
Events
Calendar of Events
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Friday
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Sunday
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Ease into the evening with live music from Daphne Eckman, whose smooth vocals and acoustic charm pair perfectly with good wine and good company. It’s the ideal way to unwind and enjoy the vineyard atmosphere. |
2 events,
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Join us on Saturday, April 4th from 2–6 PM for live music with Michael K, an award‑winning songwriter known for his dynamic performances and rich musical style. Settle in with a glass of wine and enjoy an afternoon of great music at the vineyard.
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BAYDREAM Hailing from the resonant shores of the Chesapeake, Bay Dream brings the party through a psychedelic, bluesy-surf-rock energy with a little bit of distortion and grit. Drawing inspiration from artists such as Van Morrison, Skegss, The Doors, and The Arctic Monkeys, each member carries their own influences to design a sound that blends lively […]
$10
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Kick off your weekend with Alex Barnett, performing live on Friday, April 10th from 4–7 PM. Alex brings a mix of crowd favorites and heartfelt originals, making for an afternoon of great music, great wine, and great company. |
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Spend your Saturday afternoon at Chesapeake Manor Vineyard with live music by Jude Strawley from 1–4 PM. His smooth vocals and easygoing acoustic style pair beautifully with our coastal views, handcrafted wines, and relaxed spring atmosphere. Settle in, sip, and enjoy the perfect vineyard escape.
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Spend your Saturday evening with Anna Burgess at Chesapeake Manor Vineyard, performing live from 4:30–7:30 PM. Her expressive voice and heartfelt acoustic sound pair beautifully with our estate wines, waterfront views, and welcoming atmosphere. A refined yet comfortable vineyard experience awaits.
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For those about to rock... We Salute You! High Voltage is the Nation’s Premier AC/DC Tribute Band – five veteran musicians putting it all on the line every time they take the stage enabling audiences to enjoy as authentic an AC/DC live performance as possible. Baltimore’s own, HIGH VOLTAGE is the most entertaining AC/DC live […]
$15
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Come out to the best view of the Chester river to enjoy award winning wines, order up some oysters (raw or grilled) and enjoy the talented music and voices of Aidan and Bryan Ewald
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Spend your Sunday afternoon unwinding at Chesapeake Manor Vineyard with the soulful, coastal‑folk sound of Rik Ferrell. Rik brings an easygoing blend of originals and familiar favorites, creating the perfect backdrop for a relaxed spring day on the patio. Settle in with a glass of wine, enjoy the waterfront breeze, and let Rik’s warm vocals […]
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CYPHERS BAND Steve Cyphers, the dynamic frontman - formerly of national jam band Blue Miracle - has launched the all new CYPHERS BAND bringing the high energy and good vibes! Steve is a singer, percussionist, and drummer who has played shows all over the country, appearing with legends Santana, The Meters, Govt. Mule, and many […]
$10
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Kick off your weekend with Guava Jelly live at Chesapeake Manor Vineyard on Friday, April 17. |
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Spend your Saturday afternoon at Chesapeake Manor Vineyard with live music from Shredded Cheddar on April 18 from 2–6 PM. Their upbeat acoustic‑rock style pairs perfectly with spring weather, handcrafted wines, and our relaxed Eastern Shore atmosphere. |
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Enjoy award winning wine at a winery with the best view of the Chester river. Order up some oysters (raw or grilled). Experience the live music of Chesapeake Sons
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Ease into Sunday with the easygoing, beach‑influenced sound of Chris Sacks. From 1–5 PM, enjoy great wine, great music, and a laid‑back afternoon at Chesapeake Manor Vineyard. |
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Join us on Saturday, April 25 from 1–4 PM as Jude Strawley brings his smooth vocals and easygoing acoustic style back to Chesapeake Manor Vineyard. Settle in with a glass of wine and enjoy a relaxed spring afternoon on the patio.
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Join us on Saturday, April 25 from 4:30–7:30 PM as Justin Singleton brings his soulful vocals and acoustic style to Chesapeake Manor Vineyard. Settle in with a glass of wine and enjoy a relaxed spring evening of live music.
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The Legacy of Chris Cornell is a heartfelt tribute dedicated to celebrating the legacy of the legendary Chris Cornell. D.O.G. channels the raw power and emotional depth of Cornell's iconic music, covering hits from Soundgarden, Audioslave, and his solo career. Each performance aims to honor his unparalleled voice, poignant lyrics, and groundbreaking contributions to rock […]
$20
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Come out and enjoy award winning wine with the best view of the Chester river. Order up some oysters (grilled or raw) enjoy the live music of Joey Fulkerson
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Join us on Sunday, April 26 from 1–5 PM as Anna Burgess brings her soulful vocals and acoustic charm back to Chesapeake Manor Vineyard. Settle in with a glass of wine and enjoy a relaxed spring afternoon of live music. |
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Settle in for an evening of smooth, soulful jazz at Chesapeake Manor Vineyard. Nyte Jazz brings laid-back grooves and rich melodies to the vineyard — the perfect soundtrack for sipping wine, sharing a pinsa, and watching the sun set over Kent Island. Grab a glass, find your spot, and let the music carry the night.
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Parker Barrow, the blues-infused Southern rock band led by husband and wife duo Megan Kane (vocals) and Dylan Turner (drums), supported by the formidable Alex Bender (guitar), and band Will Tipton (Guitar), Kyle Priber (Bass), & Eric Safka (Keys), is a powerhouse group, taking the stage by storm – boasting a distinctive musical style. Forged […]
$10
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