Upcoming Events
Events
Calendar of Events
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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. |
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Ease into the weekend with a glass in hand as Anna Burgess brings her soulful acoustic sound to the vineyard this Friday from 3–7 PM. |
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Spend your Saturday afternoon with a glass in hand as Bobby Hensley brings his smooth acoustic sound to the vineyard from 2–6 PM. Settle into your favorite pour, explore a new flight, and enjoy an easy, wine‑soaked afternoon surrounded by good music and great company.
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Spend your Saturday afternoon with a glass in hand as Bobby Hensley brings his smooth acoustic sound to the vineyard from 2–6 PM. Settle into your favorite pour, explore a new flight, and enjoy an easy, wine‑soaked afternoon surrounded by good music and great company. |
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Spend your Sunday afternoon relaxing at the vineyard with Michael Waskey and his easygoing acoustic sound from 1:30–5 PM. Settle in with a glass of your favorite pour, enjoy the breeze off the bay, and unwind with a slow, scenic day of wine, music, and good company. |
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Ease into the weekend with live music from Alex Peters this Friday from 4–7 PM. His smooth acoustic style pairs perfectly with a glass of wine and a relaxed afternoon at the vineyard. |
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Join us Saturday from 1–4 PM as Guava Jelly brings warm, rhythmic energy to the vineyard. Sip your favorite pour and enjoy a laid‑back afternoon surrounded by music and bay‑breeze views.
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Kick off your Saturday night with Justin Singleton live from 4:30–7:30 PM. Expect a mix of favorites and originals, perfect for sipping, snacking, and easing into the evening. |
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Enjoy a slow, scenic Sunday with Justin Ryan live from 1:30–4:30 PM. Pair the music with your favorite pour and take in a peaceful afternoon surrounded by vineyard views. |
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Kick off your Friday with Dave & Ginger performing live from 3–7 PM. Settle in with your favorite pour and enjoy a fun, feel‑good mix of classics and crowd favorites. |
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Join us Saturday from 1:30–5:30 PM as Michael Miller brings a lively mix of favorites and originals to the vineyard. A perfect soundtrack for sipping, snacking, and easing into the weekend. |
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Spend your Sunday afternoon with the Chesapeake Sons Duo, performing live from 1:30–4:30 PM. Settle in with a glass, enjoy the breeze, and unwind with an acoustic set rooted in local Eastern Shore charm. |