Cousins Maine Lobster Food Truck at James Charles Winery & Vineyard Kick off your weekend with a feast! On Friday, January 10th, from 12:00 PM to 8:00 PM, the famous Cousins Maine Lobster food truck will be at James Charles Winery & Vineyard. Indulge in their signature Maine lobster rolls, savory lobster tacos, creamy clam...
Karaoke & Bingo Music Night at James Charles Winery Join us on Friday, January 10th, 2025, from 7:00 PM to 10:00 PM for an unforgettable evening of Karaoke and Bingo Music Night, hosted by Route 11’s DJ Dan McDermott. Show off your singing skills or enjoy the entertainment as others take the mic. Play bingo...
AT JAMES CHARLES WINERY & VINEYARD Saturday, February 15 - 7PM to 10PM - 4063 Middle Rd, Winchester, VA 22602 Bring your significant other for our 1st Valentine’s Dinner Party! Join us in our elegant private Salon Room for an intimate evening filled with romance, exquisite 4-course cuisine and heartfelt moments. We are thrilled that...
Comedy Night at James Charles Winery & Vineyard Join us for an evening of laughter on Saturday, March 8th, at James Charles Winery & Vineyard. This special event features headliner James Lawson and feature act Jani Tillery. Tickets: $25 per person Doors open at 6 PM, and the comedy starts at 8 PM. Arrive early...
Chardonnay Showdown: A Guided Wine Competition Experience the Ultimate Chardonnay Showdown! Join us for a fun and educational guided Chardonnay Wine Competition hosted by James Charles Winery’s owner, James Bogaty. Enjoy an exclusive 1-hour experience in our Private Elegant Terrace Room starting at 2 PM on Saturday, March 22nd, where you’ll: Compare and taste parallel...
Ned's New England Deck Food Truck at James Charles Winery & Vineyard Friday, March 28th, 2025 | 12 PM – 8 PM Indulge in the flavors of New England at James Charles Winery & Vineyard with Ned's New England Deck food truck. From savory seafood classics to delicious comfort food, Ned's menu has something for...
Karaoke & Music Bingo Night at James Charles Winery & Vineyard Friday, March 28th, 2025 | 7 PM – 10 PM Join us for an evening of Karaoke and Music Bingo at James Charles Winery & Vineyard. Hosted by Route 11 DJ Dan McDermott, this event is filled with music, fun, and the opportunity to...
Tax Relief Day at James Charles Winery & Vineyard Join us for Tax Relief Day at James Charles Winery & Vineyard! Take a break from the stress of tax season and treat yourself to a relaxing day in our beautiful setting. Enjoy half-price wine by the glass all day long as you unwind with your...
Cousins Maine Lobster at James Charles Winery & Vineyard 📅 Saturday, April 19, 2025 | ⏰ Noon – Close | 📍 James Charles Winery & Vineyard 🎟 Free Event Cousins Maine Lobster Food Truck is rolling into James Charles Winery & Vineyard for a day of fresh, mouthwatering seafood! Indulge in Maine-style lobster rolls, creamy...
🎶 Live Music Alert! 🎶Join us at James Charles Winery & Vineyard on Saturday, April 19th from 2 PM to 5 PM for an afternoon of great wine and live music by Chris Rosenberg! 🍷🎸 Chris brings the perfect blend of acoustic vibes and feel-good tunes — the ideal soundtrack for a relaxing spring day...
🎶🍷 Saturday Sounds, Savory Bites & Derby Fun at James Charles Winery & Vineyard! 🍷🎶 📅 Saturday, May 3, 2025⏰ 12:00 PM – Close🎤 Live Music from 2 PM – 5 PM🎩 Derby Hat Competition: 3 PM – 4 PM🏆 Winner Gets a Prize!🍽 Uncle Buddy’s Catering (Available for Purchase Separately)💰 FREE Event! Join us...
Join us on Saturday, May 3 for an afternoon of wine and live music at James Charles Winery & Vineyard featuring the talented Andrew Copenhaver! 🕑 Live Music from 2–5 PM🍷 Sip award-winning wines🌞 Enjoy the beautiful vineyard views No reservations needed—just bring your friends, grab a glass, and relax with great tunes in the...
