Upcoming Events
Events
Calendar of Events
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Celebrate a major milestone with the community at the Town of Church Hill’s 150th Birthday Celebration on June 6, 2026! Kick off the evening with a lively parade at 4PM, then head to Church Hill Park for a fun-filled community fair from 5–9PM featuring delicious food vendors, games, crafts, and activities for all ages—including a […]
Free
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Wildflower Revival is a Tom Petty tribute band from the Washington, DC area, playing songs from the entire catalog of Tom Petty, including solo, Heartbreakers, and Traveling Wilburys. Their goal is to faithfully replicate the beloved music of Tom Petty, bringing its classic sound to both old and new fans alike. Join them for a […]
$12
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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 sipping, snacking, and settling into the weekend.
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From the coast of Delmarva, Bryan & The Barn Owls have been bringing rustic country music to life since 2018. Fronted by award-winning songwriter Bryan Scar, the trio blends classic country baritones with lively fiddle for an authentic, high-energy country experience that keeps crowds coming back. General Admission is $11 in advance, $15 at the […]
$11
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3 events,
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It’s a flippin’ Kent-A-Lina Wine Mixer. Kent Island’s preeminent helicopter leasing event returns to Cult Classic on Saturday, June 13th from 1pm-4pm. We’ll have unlimited wine samples (and beer samples) as we put in the man hours to study the science of what you need. That’s right, we’re doing the research to find your favorite […]
$45
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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 easygoing afternoon on the lawn.
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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 to your evening at the vineyard. |
1 event,
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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 afternoon. |
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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 of wine and sunshine at the vineyard. |
1 event,
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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 slow, sun‑soaked afternoon. |
2 events,
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Spend a relaxing Sunday afternoon listening to live bluegrass music while picking blueberries, and lounging on the lawn with your family. Picnic blankets and chairs encouraged. Fun for the whole family! This event is free and open to the public.
Free
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Join us this Sunday from 1-5PM for live music with Joe Esham, bringing his easygoing acoustic style and coastal charm to a slow, sunny afternoon at the vineyard. |
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Start the weekend right with Shredded Cheddar performing live Friday from 4–7 PM. Expect lively covers, great vibes, and the perfect soundtrack for a relaxed afternoon.
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Evan Sky & The Clouds is a singer-songwriter currently based out of Annapolis Maryland. He originally got his start on Long Island in NY, as a DIY artist. He continues to embrace the DIY music ethos on his debut album, “Evan Sky & The Clouds”: a collaborative project that touches upon Alt-Pop, Surf Rock, Indie […]
$15
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2 events,
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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 great wine and a laid‑back weekend vibe.
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Ease into your Saturday night with Jayme Dingler performing live from 4:30–7:30 PM. Her bright, engaging sound pairs beautifully with great wine and an easygoing weekend vibe. |
1 event,
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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 weekend with Michael Miller live from 4–7 PM. His mix of favorites and originals pairs perfectly with good wine, good company, and a relaxed Friday at the vineyard. |
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Celebrate Independence Day Where History Comes to Life! Join us on the Courthouse Green in Centreville this July 4 for Queen Anne’s County MD250’s Independence Day Celebration. The day begins at 8:00 a.m. with the 10th Anniversary Reading of the Declaration of Independence and continues with live music, local history exhibits, food trucks, a beer […]
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Spend your Saturday at the vineyard with Rik Ferrell, performing live from 1–4 PM. Sip your favorite wine, take in the bay‑breeze views, and unwind with a mellow acoustic set.
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Spend your Saturday at the vineyard with Rik Ferrell, performing live from 1–4 PM. Sip your favorite wine, take in the bay‑breeze views, and unwind with a mellow acoustic set. |
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Join us this Saturday from 1:30–4:30 PM as Alex Peters brings bright, acoustic energy to the patio. It’s the perfect soundtrack for a summer afternoon of wine, friends, and easy vibes. |