Events and Monticello Wine Week

Monticello Wine Week returns June 21–28, 2027, with a full week of events in and around Charlottesville celebrating the Monticello AVA. Save the dates and make your plans!

Join us in raising a glass to the craftsmanship, character, and community of the Monticello AVA!


Make a Weekend Out of it!

Wine Week Room Package

with Gold Medal Celebration Tickets at Boar’s Head Resort

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.



Wine Week Sponsors

We are proud to partner with Boar’s Head Resort as our Presenting Sponsor