Live Music with Brad the Guitar GuySaturday, January 24 • 2–5 PM Join us at James Charles Winery & Vineyard for an afternoon of live music with Brad the Guitar Guy. Brad the Guitar Guy is a professional solo acoustic artist based in the Winchester, Virginia area. He is well-known in the DMV (DC, Maryland,...
Live Music with Victor TorresFebruary 14 • 4-7 PM Spend Valentine’s Day afternoon at James Charles with live music from Victor Torres. With more than 40 years of performing experience, Victor brings an eclectic mix of favorites spanning the ’60s through today, with touches of country, blues, and classic rock. It’s the perfect way to...
Love Letters EveningSaturday, February 14 • Doors Open at 7:00 PM | Performance Begins at 7:30 PM No matter where you take your loved one for dinner, join us afterward for dessert and an evening of live theater at James Charles Winery & Vineyard. Love Letters, performed by the local Selah Theatre Project, is an...
Saturday, February 28 • 12-6 PM Savor Spanish flavors and vineyard views at our second 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 music, perfect for lingering...
Live Music with Chris Harasyn Saturday, February 28 | 2 PM – 5 PM Spend your Saturday afternoon at James Charles Winery with live music from local favorite Chris Harasyn and the flavors of Paella Day. Chris, a Winchester-based singer-songwriter, brings a heartfelt mix of original songs and classic covers with his smooth acoustic style...
Saturday, March 21 • 7–10 PMTickets: $22 Get ready for a night of laughs at James Charles Winery. Join us on Saturday, March 21 for a lively comedy show featuring...
James Charles Winery Friday, March 27 • 7–10 PMFree • 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 of...
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 18 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 1 PM, 2 PM, and 4 PM, with just 10 spots available per time slot. Tickets are $25 per person. We’re excited to partner...
