James Charles Winery & Vineyard
Winery
4063 Middle Rd, Winchester, VA 22602
Event Types
workshop (7)music (7)food_drink (3)trivia (1)other (1)
Upcoming Events (11)
Corks & Cakes
Get TicketsSat, Jun 20, 20261:00 PM
@ Join us for Corks & Cakes, a delicious bundt cake and wine pairing experie
Live Music with Chris Harasyn
Get TicketsSat, Jun 20, 20263:00 PM
@ Saturday, June 20 | 3 PM – 6 PM
Fizzle’s BBQ Food Truck
Get TicketsSat, Jul 11, 20265:00 PM
@
Live Music with John D. Neal
Get TicketsSat, Jul 11, 20266:00 PM
@
VA250 Fireworks Celebration
Get TicketsSat, Jul 11, 20268:00 PM
@ VA250 Fireworks at James Charles Winery & Vineyard Friday, July
Pre-Release Club Tasting
Get TicketsFri, Jul 17, 20267:00 PM
@
Franklin’s Smokin Barnyard Food Truck
Get TicketsFri, Sep 11, 20264:00 PM
@
Live Music with Lindsay Beth Harper
Get TicketsFri, Sep 11, 20264:00 PM
@
Yappy Hour: Tail-Gate
Get TicketsFri, Sep 11, 20264:00 PM
@
Blessing of the Harvest
Get TicketsSat, Sep 19, 20262:00 PM
Blessing of the Harvest September 19, 2026 All are invited to join hands with us on Saturday, September 19th for our annual Blessing of the Harvest at James Charles Winery, a cherished European tradition. At 2 PM, Rev. Bjorn C. Lundberg from Sacred Heart Catholic Church in Winchester will bless the vineyard, asking for grace and a bountiful harvest . Join us as w
USMC 251st Birthday Ball
Get TicketsSat, Nov 14, 20266:00 PM
Recent Past Events at James Charles Winery & Vineyard
Live Music with Ethan Harrison SmithSat, Jun 6, 2026
*SOLD OUT* Club Pickup PartyThu, Jun 4, 2026
Live Music with Rachel BrinkmeierSat, May 23, 2026
Mother’s Day Cheesecake PairingSat, May 9, 2026
Live Music with Brent KimbroughSat, May 9, 2026
Empanadas & Wine PairingSat, Apr 25, 2026
*CANCELED* Trivia NightFri, Apr 24, 2026
Live Music with Dan CroninSat, Apr 18, 2026
Artists Who Have Performed at James Charles Winery & Vineyard
Other Upcoming Events Near James Charles Winery & Vineyard
Blue Ridge Rumble HOG (Harley Davidson Owners Group) Rally
Taylor Pavilion · Winchester
Garden Explorers: Starting a Garden
Museum of the Shenandoah Valley · Winchester
Garden Explorers: Starting a Garden
The trails at the MSV · Winchester
Kids' Exploration Station
The trails at the MSV · Winchester
Thrifty TUESDAY Paint Night $25 Paint Night at Easely Created
Easely Created · Winchester
Foster the Family Support Groups
Brookside Church · Middletown
WLT Board Meeting
Winchester Little Theatre Inc. · Winchester
Garden Explorers: Starting a Garden
The trails at the MSV · Winchester
WINE WEDNESDAYS
Blue Fox Billiards Bar & Grill · Winchester
Whiskey Wednesday Guided Tasting with Dan at Vault & Cellar
Taylor Pavilion · Winchester
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