Saturday, May 23 | 3–6 PM Join us for a relaxed afternoon as Rachel Brinkmeier brings her soulful acoustic vibe to James Charles Winery. With two decades of experience, Rachel blends heartfelt originals and beloved covers spanning country, pop, and rock, into a captivating set that pairs beautifully with a glass of wine. Free to attend!
James Charles club members are invited to join us for a club-exclusive pickup party. Pick up your June club order in person, enjoy complimentary appetizers, and spend the evening at the winery with fellow club members. We’re looking forward to giving you a more personal pickup experience and a relaxed night out. This event is...
Join us at James Charles Winery & Vineyard on Saturday, June 6, from 3–6 PM for live music with Ethan Harrison Smith. Ethan is an American folk singer/songwriter and performing artist known for his raw, acoustic sound and reflective Americana-style songs. Blending guitar, harmonica, and heartfelt lyrics, his music draws from the stripped-down folk traditions...
Your Friday plans just got better! 🎡🍷 Join us every Friday from 4-6 PM, beginning June 12 through September 25, 2026, for Spin & Sip Happy Hour. Each guest gets a chance to spin the wheel and unlock a special food or drink offer, along with a few surprises. Bring your friends, grab a glass,...
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...
Saturday, June 20 | 3 PM – 6 PM Spend your Saturday afternoon at James Charles Winery with live music from local favorite Chris Harasyn. Chris, a Winchester-based singer-songwriter, brings a heartfelt mix of original songs and classic covers with his smooth acoustic style and soulful vocals. Free to attend!
1776 Wine Sale🍷July 4-5, 2026 James Charles Winery is celebrating America’s 250th birthday with a special 1776 Wine Sale. For two days only, our James Charles Riesling will be just $17.76. Come out over the Fourth of July weekend and spend some time with us. Riesling is a great bottle to bring home for summer,...
VA250 Fireworks at James Charles Winery & Vineyard Saturday, 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...
Fizzle's BBQ will be joining us at James Charles Winery xon Saturday, July 11, during our VA250 Fireworks celebration. Come early, grab a glass of wine, and enjoy local BBQ while spending the day with us before the fireworks light up the summer sky. The tasting room opens at 12 PM, and guests are encouraged...
Join us at James Charles Winery & Vineyard on Saturday, July 11, for an evening of live music with John D. Neal during our VA250 Fireworks celebration. An independent American singer-songwriter and recording artist, John D. Neal blends country, gospel, and blues into a vintage Americana sound that feels perfectly suited for a summer evening...
Join us on Friday, July 17 for an exclusive Pre-Release Tasting for James Charles Winery Club Members. Enjoy an early tasting of 2024 Bogaty Reserve Malbec and 2025 JB Vidal Blanc before their official release. Our winemaker will speak about each wine and offer insight into the craftsmanship and story behind the releases. Tasting times:7:00...
Get ready for a night of cosmic fun at James Charles Winery! ☄️🛸 Join us under the stars for an unforgettable evening featuring wine, live DJ, and possibly a few extraterrestrial encounters... Enjoy: Be sure to bring your lawn chairs, blankets, and best alien vibes. 🪑 Free to attend, dog friendly, and open to the...
