Upcoming Events
Events
Calendar of Events
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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 […]
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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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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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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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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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Kick off your Saturday with Steve & Victoria live at Chesapeake Manor Vineyard on May 2, 1–4 PM. Their blend of acoustic favorites and soulful vocals pairs perfectly with good wine, good company, and a beautiful spring day.
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Sip through our lineup, relax into the sunset, and enjoy the perfect pairing of wine and music. |
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Join us for a relaxed wine‑tasting afternoon with live music by PJ & Neal on Sunday, May 3, 1–5 PM. |