Special Events

Join us as we open our family’s winery to you for numerous events all year round, including live music, food trucks, vineyard tours, special tastings, blending parties and more.

 

 

Enjoy live music and food trucks every Saturday in our open-air courtyard. 

Check our calendar below for the upcoming schedule to plan your visit!

September 2026
30 September 2026

Wine Down Wednesday with- Cherry Red

Join us this Wednesday evening at Keswick Vineyards  as Nick Pollack and his Rolling Stones cover ...

5:30 PM - 8:30 PM
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October 2026
03 October 2026

Live Music | Matt Johnson

 The Voice legend and local favorite Matt Johnson! Come grab a glass or bottle of your favorite ...

12:00 PM - 4:00 PM
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04 October 2026

Live Music | Andy Tichenor

Collecting inspiration from many different sources, Andy pieces them together to create an eclectic mix of ...

12:00 PM - 4:00 PM
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07 October 2026

Wine Down Wednesday – Big Gavel Classic Band

Big Gavel Classic Band blends classic Americana acoustic with added percussion, creating a rhythmic and dynamic ...

5:30 PM - 8:30 PM
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10 October 2026

Live Music | Josh Davidson

  Josh Davidson hails from the Blue Ridge Mountains of Virginia that plays a wide variety of ...

12:00 PM - 4:00 PM
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11 October 2026

Fall Oyster Roast with Salty Bottom Blue Oysters

Fall Oyster Roast  Join us  Sunday October 11th 12–5PM for a perfect fall afternoon at the vineyard! ...

12:00 PM - 5:00 PM
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14 October 2026

Wine Down Wednesday with The Unsuitables

  Join us for a night of fantastic music featuring a variety of covers, including Motown, classic ...

5:30 PM - 8:30 PM
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17 October 2026

Live Music – Soul Shakers

This Southern Soul Horn Band brings the perfect blend of smooth rhythms and electrifying horns that ...

1:00 PM - 4:00 PM
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18 October 2026

Live Music with Rachael Karpo

 Rachael is a New Jersey Native and an Air Force Veteran is a soloist who pours ...

12:00 PM - 4:00 PM
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21 October 2026

Wine Down Wednesday – South Canal Street Band

Enjoy Wednesday evening with Keswick wines, local beers, or a canned cocktails. South Canal Street brings ...

5:30 PM - 8:30 PM
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24 October 2026

Live Music | Danny Jams

Danny Jams is an indie-electronic loop artist based in Richmond, VA. His music combines jam focused ...

12:00 PM - 4:00 PM
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25 October 2026

Live Music with Pat Anderson

   Join us for a fantastic afternoon of live music with Pat Anderson!  Pat, an Oklahoma-born and Virginia-raised ...

12:00 PM - 4:00 PM
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