' James Charles Winery & Vineyard - James Charles Winery | Calendar of Events

Calendar of Events


See who's playing at James Charles this weekend

Live Music  |  Every Saturday & Sunday

Every Saturday and Sunday, 2:00 - 5:00 PM, JCW brings in some of the most talented musicians in the Shenandoah Valley. With no cover charge and a front-row seat to these talented artists, come and immerse yourself in great music with a glass of JCW Virginia wine!

Jason Teach | Saturday, January 27 ...  Acoustic Soul | Sunday, January 28

Las Vegas Review

Las Vegas Review | February 10

7:00 PM -- Skip the chocolates and flowers this year - we have the perfect way for you to pamper your palate while enjoying the glitz and the glamour of a Las Vegas cabaret performance! Peter Pavone was named the 2014 Las Vegas Tribute of Artist of the Year and he will be right here at James Charles! Each ticket includes a gourmet dinner, as well as admission to the event that will be the talk of the town! 

Learn More about USMC Birthday Ball 2017            See the menu for Las Vegas Review



Valentine's Cupcake & Wine Pairing

Valentine's Cupcakes & Wine Pairing | February 10

1:00 - 6:00 PM -- You and your sweetie go together like cupcakes and wine. This February 10th, fall in love all over again as you experience a self-guided pairing of Virginian wine and decadent mini cupcakes by the warm glow of the fireplace! These sinfully delicious pairings will start your Valentine's Day weekend off right! Reservations required in advance.



 Tasting Room Hours

Monday - Thursday | Noon - 5 PM

Friday | Noon - 9 PM

Saturday | Noon - 7 PM

Sunday | Noon - 5 PM


Send an email to James Charles Winery     Get directions to James Charles Winery     Call James Charles Winery


James Charles Winery & Vineyard | 4063 Middle Road, Winchester, Virginia 22602

540-931-4386 | info@jamescharleswine.com


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