Glow in the Dark Easter Egg Hunt (Adults Only) Friday, April 3 | 6–9 PMHunt begins at 7:30 PMTickets: $25 | 21+ only James Charles Winery & Vineyard is putting a grown-up twist on a classic tradition with our first-ever Glow in the Dark Easter Egg Hunt—a 21+ ticketed event designed to be completely different...
Enjoy live music from Alex Kerns at James Charles Winery & Vineyard during our Glow in the Dark Easter Egg Hunt on Friday, April 3rd, from 6–9 PM. Born in Winchester and raised in Berryville, Alex is a Shenandoah Valley favorite. His sound blends folk-Americana originals with influences ranging from The Beatles and Jack Johnson...
Join us at James Charles Winery on Saturday, April 11 for live music with Dan Cronin, also known as Panhandle Dan. A fingerpickin’ enthusiast with a lively, roots-inspired style, Dan brings the kind of music that feels right at home in a winery setting. With guitar and harmonica, he delivers the infectious sounds of ragtime...
James Charles Winery Friday, April 24 • 7–10 PM Free • Open to the Public Put your knowledge to the test and join us for Trivia Night at James Charles Winery & Vineyard! Hosted by Dan McDermott with Route 11 DJ, this lively evening promises friendly competition and PRIZES. Gather your team, grab a glass...
Empanadas & Wine Pairing Join us on Saturday, April 25th for a special Empanadas & Wine Pairing experience at James Charles Winery. This ticketed event features three limited seating times at 12 PM, 2 PM, and 4 PM, with just 10 spots available per time slot. Tickets are $25 per person. We’re excited to partner...
Saturday, May 9th at James Charles Winery Tickets Here: $45 per person Celebrate Mother’s Day weekend with a sweet afternoon! Our Cheesecake & Wine Pairing ft. gourmet cheesecake from Cheesecake Bean is a special way to spend time with Mom. Enjoy spring vineyard views, live music, and wine! This is a ticketed event with reserved...
Join us for Corks & Cakes, a delicious bundt cake and wine pairing experience at James Charles Winery. We’re excited to feature Nothing Bundt Cakes from their newest Winchester location for this sweet and celebratory pairing experience. Guests will enjoy four mini bundt cake flavors, each thoughtfully paired with a James Charles wine. The pairing...
VA250 Fireworks at James Charles Winery & Vineyard Friday, July 11 • Open to the Public - Rain Date TBD Join us on Saturday, July 11 for a special all-day fireworks celebration at James Charles Winery & Vineyard, proudly sponsored by the Marine Corps League LT General Lewis Puller Department. Originally planned as part of...
Blessing of the Harvest September 19, 2026 All are invited to join hands with us on Saturday, September 19th for our annual Blessing of the Harvest at James Charles Winery, a cherished European...