Moms & Macarons: A Mother’s Day Celebration at Veramar Vineyard Show Mom just how much she means to you with an unforgettable experience at Veramar Vineyard. Our Moms & Macarons Mother’s Day Event on Saturday, May 10, 2025, is the perfect way to celebrate the incredible women in your life. Indulge in a delightful pairing...
🎶 Live Music with Rachel Brinkmeier – Saturday, May 24 | 3–6 PMJames Charles Winery Join us for a relaxing afternoon of wine and live music with Rachel Brinkmeier. With 20 years of experience, Rachel delivers soulful vocals across country, pop, and rock—drawing inspiration from legends like Patsy Cline, Adele, and Stevie Nicks. Her nostalgic...
James Charles is Raising a Glass to 100! This Memorial Day Weekend, celebrate a major milestone with us—Justin Bogaty has officially earned 100 wines rated 85+ points by Wine Enthusiast Magazine! Join us Sunday for a complimentary tasting of one of the stars: 2022 Trinity Reserve Red Blend – 88 Points“Voluptuous, velvety and vibrant… creamy...
🎶 Spend your Saturday afternoon with live music at James Charles Winery & Vineyard Join us on May 31st from 3–6 PM for a performance by the talented Adam Bennett. Enjoy your favorite wines, unwind in the vineyard, and take in the sounds of a great set. 🍷 Adam Bennett is a seasoned musician with 25...
🦞 Cousins Maine Lobster is Coming to James Charles Winery! 🍷Saturday, June 7 | 12–6 PM4063 Middle Rd, Winchester, VA Join us for a delicious afternoon at the winery as the nationally acclaimed Cousins Maine Lobster Truck rolls into town! From buttery lobster rolls and creamy bisques to lobster tacos, tots, and more—this is your...
🎶 Live Music with Bryan BaxterSaturday, June 7 | 3–6 PMJames Charles Winery & Vineyard Join us for an afternoon of live music with Bryan Baxter, a Winchester native known for his soulful, genre-blending sound. From bluegrass and folk to blues, rock, and Americana, Bryan’s performances are heartfelt and full of personality. With a mix...
Friday, June 14 | 1–4 PM Uncle Buddy is Back!Kick off the summer season with sizzling flavors and smooth sips at our first grilling event of the summer! Join us for Grill & Chill with Dad, featuring mouthwatering eats from Uncle Buddy’s Catering, perfectly paired with your favorite James Charles wines. While it’s the perfect...
🎶 Live Music with Jeff TaultonSaturday, June 14 | 3–6 PMJames Charles Winery & Vineyard Join us for an afternoon of music with veteran singer-songwriter Jeff Taulton, a Western Maryland favorite known for his rich blend of country, Americana, and acoustic rock. With decades of experience and a background that spans regional bands and solo...
🎶 Live Music with Rachel BrinkmeierSaturday, June 21 | 3–6 PMJames Charles Winery & Vineyard Join us for a relaxing afternoon of wine and live music with Rachel Brinkmeier. With 20 years of experience, Rachel delivers soulful vocals across country, pop, and rock—drawing inspiration from legends like Patsy Cline, Adele, and Stevie Nicks. Her nostalgic...
🦞 Ned’s Food Truck at James Charles Winery📅 Saturday, June 28 | ⏰ 12–5 pm Get ready for a delicious summer afternoon! Ned’s Food Truck is rolling into James Charles Winery with their famous lobster rolls, crab rolls, and more New England–style bites. Pair your favorite wine with fresh seafood and soak up the vineyard...
🎶 Live Music with Michael JonesSaturday, June 28 | 3–6 PMJames Charles Winery & Vineyard Join us for an afternoon of wine and live music with Michael Jones, a retired U.S. Navy veteran whose musical journey began with a Harmony acoustic guitar and a Ramones mixtape. Self-taught and left-handed, Michael brings a unique and heartfelt...
Buddy Dunlap & Brennan Edwards Duo Live at Bluegrass & Bites | Sunday, June 29 | 1–4 PM The Buddy Dunlap & Brennan Edwards Duo will be performing in the tasting room, bringing a lively mix of traditional bluegrass and heartfelt originals. Buddy is a born entertainer on guitar and vocals, and Brennan blends his...
