Events

 Sunday, November 2, 2025 | 12 – 5 PM Cousins Maine Lobster Food Truck is rolling into James Charles Winery & Vineyard for a day of fresh, mouthwatering seafood! Indulge in Maine-style lobster...

Join us for Paws & Purrs: Howl-O-Wine at the Vineyard on Wednesday, November 5, 4-7 PM, at James Charles Winery & Vineyard — an evening of wine, Billy Sous food...

Join us November 7–11 as we honor VA250 Week and the 250th birthday of the United States Marine Corps with $2.50 tastings for non-club guests at all three of our tasting rooms. Explore a flight that highlights seasonal favorites and signature pours while we commemorate this historic milestone.

Flag Opening Ceremony📅 Friday, November 7 | 2:00 PM Join us at James Charles Winery as we begin the VA 250 commemorative week with a special Flag Opening Ceremony & Historic Military Display, presented in partnership with the Winchester Rotary Club. This patriotic event will feature a visual display of U.S. flags, antique military vehicles,...

November 7 | 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 hand. Join us for Fire Pit Fridays at James Charles — cozy up by the flames, take in the beauty of fall, and sip your...

Now hear this! Now hear this! James Charles Bogaty, a US Marine and this winery's namesake, invites you to celebrate the 250th birthday of the Marine Corps! Please join us on Saturday, 8 November 2025 from 1800-2300 (6:00-11:00 PM). This event is open to United States Marines, past or present, and their guests. A social...

📍 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 Veterans Organizations Open House in our tasting room from 2:00 to 4:00 PM. This event gives guests a chance to meet local veterans and learn...

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 uniforms worn in campaigns from World War I, World War II, Korea, and Vietnam, offering a rare glimpse into the evolution of Marine Corps history...

📅 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 – Father Lundberg or Rich Vosler National Anthem: Windsong Community Chorus Flag Retirement Folding: Tim Paulin, USMC Taps: Chris Ricketts, USMC Additional Highlights Food Truck: Bam...

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 on-site, firing up sizzling pans of traditional paella and tasty tapas to enjoy with James Charles wines. As the aromas rise, settle in for live...

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 mood with soulful Spanish/Latin guitar, elegant classical standards, and tasteful contemporary arrangements—the perfect soundtrack for a cozy fall afternoon at the winery. About the artist:...

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 hand. Join us for Fire Pit Fridays at James Charles — cozy up by the flames, take in the beauty of fall, and sip your...