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  • VA 250 Week: Veterans Groups Open House

    📍 James Charles Winery & Vineyard📅 Sunday, November 9 | 2:00 PM – 4:00 PM Join us at James Charles Winery as we honor those who have served with a...

  • VA 250 Week: Historical Uniform Display

    250 Birth of the Marine Corps – Historical Uniform Display 📍 James Charles Winery & Vineyard 📅 Monday, November 10 | 2:00–4:00 PM On exhibit will be antique Marine Corps...

  • VA 250 Week: Closing Ceremony

    📅 November 11 | 2:00 PM Closing Ceremony MC: Les Veach, Mayor of Winchester Speaker: Col. Giles Kyser, USMC (Retired) Guard: Sgt. Sanchez, USMC Blessing: Sacred Heart Catholic Church –...

  • Paella Day

    Saturday, November 15 • 12-6 PMLive Latin Music: 3–5 PM Savor Spanish flavors and vineyard views at our fall Paella Day. The Paella and Tapas Place food truck will be...

  • Paella Day: Live Latin Guitar with Jarrett Laskey

    Paella Day: Live Latin Guitar with Jarrett LaskeySaturday, November 15 • 3–5 PM Settle in with a glass of wine and a plate of paella while Jarrett Laskey sets the...

  • POSTPONED FOR FIRE BAN: Fire Pit Fridays

    November 21 | 4:00 PM – CloseJames Charles Winery & Vineyard As the evenings grow cooler, there’s no better way to unwind than fireside with a glass of wine in...

  • Black Friday Special

    🍷 Black Friday at the WineriesFriday, November 28James Charles Winery & Vineyard | 12–8 PM After a long Thanksgiving filled with family, food, and festivities, you deserve a little you...

  • POSTPONED FOR FIRE BAN: Fire Pit Fridays

    November 28 | 4:00 PM – CloseJames Charles Winery & Vineyard As the evenings grow cooler, there’s no better way to unwind than fireside with a glass of wine in...

  • A Taste of Philippines Food Truck

    A Taste of Philippines James Charles Christmas Tree Lighting 🎄Saturday, December 6 • 3–8 PM Berryville’s own A Taste of Philippines LLC will be on-site serving fresh Filipino favorites during...

  • Christmas Tree Lighting

    🎄 Please join us for our annual Christmas Tree Lighting at James Charles Winery on December 6, from 6-9PM. 🎄 There will be live music by the Windsong Community Chorus,...

  • Cotton Candy Princess Food Truck

    Cotton Candy Princess Food Truck James Charles Christmas Tree LightingSaturday, December 6 • 6–9 PM Berryville’s own Cotton Candy Princess will be spinning fresh cotton candy during the tree lighting...

  • Windsong Community Chorus

    Windsong Community Chorus James Charles Christmas Tree Lighting 🎄 Saturday, December 6 • 6–9 PM Enjoy classic Christmas music from the Windsong Community Chorus, an all-women ensemble. They performed with...