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Keswick Vineyards

Keswick Vineyards is a family-owned and operated winery near Charlottesville, Virginia, in the Monticello wine region. Founded in 2000, its first vintage earned the honor of Best White Wine in America at the Atlanta International Wine Summit in 2002, and the winery has since gone on to win two Virginia Governor's Cups along with numerous Gold, Double Gold, and Platinum awards. The family-friendly tasting room offers an elevated food menu through its in-house kitchen, Barrel & Board, plus a miniature golf course, a dog park, and live music. Visitors can taste the winery's wines, join the wine club, and attend regular events such as the Wine Down Wednesday live music series. The estate is also a popular setting for weddings and is a proud partner of Virginia Tourism.

Keswick Vineyards is a winery in Keswick, Virginia, part of the Keswick & Eastern Albemarle area of Charlottesville wine country. Amenities include dogs, family friendly, outdoor seating. There are 6 upcoming events on the calendar — see the full list below, or browse more events in the area on the events calendar. Explore more of Keswick & Eastern Albemarle.


Upcoming events at Keswick Vineyards

Live Music – Soul Shakers at Keswick Vineyards
Music

Live Music – Soul Shakers

Sat, Oct 17, 2026
1:00 PM – 4:00 PM

This Southern Soul Horn Band brings the perfect blend of smooth rhythms and electrifying horns that will have you grooving all day long. Whether you’re a fan of classic soul or funky beats, The Soul Shakers are here to deliver an unforgettable experience. Come hungry Barrel and Board will be open serving charcuterie, sandwiches and much more!

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Live Music with Rachael Karpo at Keswick Vineyards
Music

Live Music with Rachael Karpo

Sun, Oct 18, 2026
12:00 PM – 4:00 PM

Rachael is a New Jersey Native and an Air Force Veteran is a soloist who pours her heart into every note she sings. From 80’s and 90’s to Classic Rock and Country, Rachael’s unique blend of music adds to her artistry performances. Barrel and Board will be serving sandwiches, salad, charcuterie and much more!

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Wine Down Wednesday – South Canal Street Band at Keswick Vineyards
Music

Wine Down Wednesday – South Canal Street Band

Wed, Oct 21, 2026
5:30 PM – 8:30 PM

Enjoy Wednesday evening with Keswick wines, local beers, or a canned cocktails. South Canal Street brings in songs mostly from the 60’s, 70’s and 80’s, including Motown, Funk, Soul, Rock, Pop. Barrel and Board will be serving butter boards, signature sandwiches, and much more!

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Live Music | Danny Jams at Keswick Vineyards
Music

Live Music | Danny Jams

Sat, Oct 24, 2026
12:00 PM – 4:00 PM

Danny Jams is an indie-electronic loop artist based in Richmond, VA. His music combines jam focused guitar performances over electro-funk rhythms that weave together both songwriting & improv. Gaining inspiration from Grateful Dead & Phish, Danny keeps every show different and turns every song into a Jam.

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Live Music with Pat Anderson at Keswick Vineyards
Music

Live Music with Pat Anderson

Sun, Oct 25, 2026
12:00 PM – 4:00 PM

Join us for a fantastic afternoon of live music with Pat Anderson! Pat, an Oklahoma-born and Virginia-raised roots rock singer/songwriter, is bringing his high-energy performance to the Keswick stage! Come relax with friends, sip on a bottle of wine, and enjoy the soulful tunes in a cozy setting. You won’t want to miss it!

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Live Music – Rixeyville Revival at Keswick Vineyards
Music

Live Music – Rixeyville Revival

Sat, Oct 31, 2026
12:00 PM – 4:00 PM

Come out and rock with the Rixeyville Revival Band — bringing the best hits from the ’70s through today! From classic rock to modern chart-toppers, we’ve got the groove to get you moving. Don’t miss a night of unforgettable music and high-energy fun!

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