
The Big Cheese Festival
Saturday, October 24, 2026 Β· 12:00 PM EDT Β· James Charles Winery Β· Winchester, VA
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About this event
@ Come get cheesy at James Charles Winery! π§π· The Big Cheese Festival is a full day of wine, cheese, live music, local vendors, food trucks and plenty of cheesy fun! Your ticket includes festival entry plus one wine and cheese pairing of your choice at one of our three winery tents: James Charles Winery, Veramar Vineyard or Bogati Winery. Each pairing includes three wines paired with three cheese samples. Additional pairings will be available for purchase at each winery tent. Enjoy live music from singer-songwriter Nate Hadley from 12:00β2:00 PM, followed by local favorite The Cruisers from 2:00β5:00 PM. Shop local crafters and businesses, enjoy great food, and spend some time with adorable baby goats! Featured vendors include Fleur de Lis Cheese Shop, Harvue Cheese and Farm, Uncle Beehive Ice Cream, Fireside Pizza, Agape Family Farm and Blue Ridge Popcorn Company, serving assorted popcorn flavors and dirty sodas. Tickets $20 in advance $25 at the door Children under 12 are free No pets or coolers are permitted. Add to calendar Google Calendar iCalendar Outlook 365 Outlook Live