Gloucester Wine Festival
Gloucester Wine Festival in Gloucester, VA — Virginia wineries and distilleries, live music and seminars at Brent & Becky's. Sept 19, 2026, 11–5. $50.
Quick facts
At a glance.
The story
About this festival.
Gloucester Wine Festival is a one-day Virginia wine festival in Gloucester, Virginia, on Saturday, September 19, 2026, from 11 AM to 5 PM, held at Brent & Becky's, the bulb farm and garden on the Middle Peninsula. Tickets are $50. The festival brings together top Virginia wineries and distilleries with live music from SlapNation, food trucks, art and retail vendors, and wine tasting and educational seminars.
It is run by the Gloucester County Chamber of Commerce as a charitable event. All parking is at Ware Academy with shuttles to the festival; an ID is required to enter and coolers are not allowed. Refunds are not issued in the final week before the event, and if the festival is cancelled the ticket may become a donation. Gloucester is about an hour east of Richmond and 40 minutes north of Williamsburg.
Getting there
Location & logistics.
What to expect
The experience.
A mix of varietals from regional producers. Start light, work toward the bigger reds.
Held at Brent & Becky's in Gloucester. Check the venue page for layout details.
Friendly to first-timers — no one is going to quiz you on Pinot. Ask questions, take notes, enjoy.
Arrive early, hit your must-try wineries first, then wander. That's the move.
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