🍷 Black Friday at the WineriesFriday, November 28James Charles Winery & Vineyard | 12–8 PM After a long Thanksgiving filled with family, food, and festivities, you deserve a little you time — and what better way to unwind than with a glass of mulled wine? Join us for a cozy Black Friday escape at Veramar,...
November 28 | 4:00 PM – CloseJames Charles Winery & Vineyard As the evenings grow cooler, there’s no better way to unwind than fireside with a glass of wine in hand. Join us for Fire Pit Fridays at James Charles — cozy up by the flames, take in the beauty of fall, and sip your...
A Taste of Philippines James Charles Christmas Tree Lighting 🎄Saturday, December 6 • 3–8 PM Berryville’s own A Taste of Philippines LLC will be on-site serving fresh Filipino favorites during the tree lighting at James Charles Winery & Vineyard. Grab dinner from the truck, sip some mulled wine, and enjoy a festive night!
🎄 Please join us for our annual Christmas Tree Lighting at James Charles Winery on December 6, from 6-9PM. 🎄 There will be live music by the Windsong Community Chorus, A Taste of Philippines food truck, local vendors, complimentary hot cocoa + cookies 🍪, and more! Children can get their picture with Santa's helpers, LIVE...
Cotton Candy Princess Food Truck James Charles Christmas Tree LightingSaturday, December 6 • 6–9 PM Berryville’s own Cotton Candy Princess will be spinning fresh cotton candy during the tree lighting...
Windsong Community Chorus James Charles Christmas Tree Lighting 🎄 Saturday, December 6 • 6–9 PM Enjoy classic Christmas music from the Windsong Community Chorus, an all-women ensemble. They performed with...
December 12 | 4:00 PM – CloseJames Charles Winery & Vineyard As the evenings grow cooler, there’s no better way to unwind than fireside with a glass of wine in...
Sunday, December 14, 2025 | 12 – 5 PM Cousins Maine Lobster Food Truck is rolling into James Charles Winery & Vineyard for a day of fresh, mouthwatering seafood! Indulge in Maine-style...
Live Music with Jayelynn Lee Sunday, December 14 | 2:00–5:00 PM Join us at James Charles Winery for an afternoon of live music with Jayelynn Lee. Her rich vocals and...
December 19 | 4:00 PM – CloseJames Charles Winery & Vineyard As the evenings grow cooler, there’s no better way to unwind than fireside with a glass of wine in...
VA250 Kickoff at James Charles Winery Sunday, January 11 • 2–4 PM Free • Open to the Public Kick off a year of local events celebrating America’s 250th anniversary at...
The Art of the Toast: A Grilled Cheese & Wine PairingSaturday, January 17 Time Slots: 12 PM • 2 PM • 4 PM (10 tickets per session) Warm up from the...