Live Music! Dan Guay 4pm-7pm
June 11, 2026
Kick off your Friday with live music by Dan Guay from 4–7 PM. Expect an upbeat mix of acoustic favorites and feel‑good energy—ideal for...
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Live Music! Special Guest 430pm-730pm
June 11, 2026
Join us this Saturday from 4:30–7:30 PM for live music with Special Guest, bringing an easygoing mix of acoustic favorites and feel‑good energy...
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Live Music! Guava Jelly 1p-4p
June 11, 2026
Kick off your Saturday with Guava Jelly live from 1–4 PM. Their lively reggae‑infused style pairs perfectly with great wine, good vibes, and an...
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Live Music! Michael Waskey 130pm-5pm
June 11, 2026
Join us Sunday from 1:30–5 PM for live music with Michael Waskey, blending acoustic favorites and feel‑good vibes for a perfect vineyard...
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Live Music! Chris Sacks 3pm-6pm
June 11, 2026
Start your weekend early with Chris Sacks this Friday from 3–6 PM. His coastal acoustic style sets the perfect backdrop for an easygoing afternoon...
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Live Music! Anna Burgess
June 11, 2026
Settle in for a scenic Saturday as Anna Burgess brings her warm, melodic set to the vineyard from 1:30–5:30 PM. Grab your favorite pour and enjoy a...
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Live Music! Shredded Cheddar
June 11, 2026
Start the weekend right with Shredded Cheddar performing live Friday from 4–7 PM. Expect lively covers, great vibes, and the perfect soundtrack for...
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Live Music! Bobby Hensley
June 11, 2026
Kick off your Saturday with Bobby Hensley performing live from 1–4 PM. His mix of acoustic favorites and feel‑good energy pairs beautifully with...
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Vineyard Vibes with Joe Bryan and Build Your Own Burger Day at Love Point Vineyards
May 12, 2026
Enjoy award winning wine, listening to the music of Joe Bryan while taking in our expansive view of the Chester river. Our caterer will serve a build...
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Live Music! Rik Ferrell @ Chesapeake Manor Vineyard
April 1, 2026
Spend your Sunday afternoon unwinding at Chesapeake Manor Vineyard with the soulful, coastal‑folk sound of Rik Ferrell. Rik brings an easygoing...
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Live Music! Anna Burgess @ Chesapeake Manor Vineyard
April 1, 2026
Spend your Saturday evening with Anna Burgess at Chesapeake Manor Vineyard, performing live from 4:30–7:30 PM. Her expressive voice and heartfelt...
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The High & Wides / Kentavius Jones & Sam Pugh Duo
December 3, 2025
Kentavius Jones, the bohemian beatbox, is a combination of singer songwriter and soul with an indie sensibility. Sam Pugh is a Cambridge, MD based...
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Live Music by Guava Jelly Duo
November 12, 2025
Guava Jelly is an acoustic trio based in Annapolis playing a great mix of reggae, pop, rock and country.
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Live Music – Joe Esham
October 17, 2025
Joe Esham is a musician specializing in Americana, Reggae, and Funky Blues performed on Slide Guitar.
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