Wine Week Package
with Gold Medal Celebration Tickets
Monticello Wine Week returns June 22–28, 2026, with a full slate of events in and around Charlottesville, including the Gold Medal Celebration on The Green at Boar’s Head Resort on Friday, June 26 from 5:30 to 8:30 p.m.
Book your Wine Week stay package now and receive luxurious overnight accommodations and VIP tickets for each guest to the Gold Medal Celebration.
About the Gold Medal Celebration
As the signature event of the week, this festive celebration takes place on The Green just behind The Spa and brings together more than 25 wineries for a walk-around tasting. Enjoy an elevated cookout-style evening and be there when the Monticello Cup winner is announced. Live music will be provided by Ken Farmer and The Authenticators.