Uncorked & Unplugged Returns to Williamsburg Winery – And I Couldn’t Be Happier
By John Womeldorf | June 21, 2025
After a few quiet years, one of my absolute favorite Williamsburg events is finally making a comeback—Uncorked & Unplugged returns to the beautiful Williamsburg Winery on Saturday, June 21, 2025, and this year’s headliner is none other than Gavin DeGraw!
If you’ve never been to this concert series before, you’re in for a treat. It’s everything you want in a summer evening—great wine, great food, and incredible music in one of the most scenic venues around. Past performers have included names like LeAnn Rimes, Matt Nathanson, Ingrid Michaelson, and Phillip Phillips. The setting is intimate, relaxed, and just magical as the sun sets over the vineyard.
Gavin DeGraw, of course, needs no introduction. His hits like “I Don’t Want to Be,” “Not Over You,” and “Chariot” are absolute staples—and his live performances are known for being full of heart. Here’s a sneak peek if you want to see the kind of energy he brings to a stage:
Watch Gavin DeGraw Live – “Not Over You”
The details:
When: Saturday, June 21, 2025
Where: The Williamsburg Winery – 5800 Wessex Hundred, Williamsburg, VA
Tickets: Click here to grab yours on Eventbrite
Make it a night—bring a blanket or lawn chair, sip some amazing wine, try the local food vendors, and take in a live show in a one-of-a-kind setting. It’s a fantastic event whether you’re a longtime Williamsburg local or just looking for a unique way to enjoy Virginia wine country.
I’ll be there—and I hope you will too. Cheers to music under the vines!
As someone who lives and works here in Williamsburg, I wear a few hats: local real estate agent, community connector, and all-around ambassador for this amazing town. I don’t just sell homes—I help people find their place in a community that I truly love.
That’s why I share stories like this one. Whether it’s a concert at the winery, a new restaurant in town, or a neighborhood worth exploring, I believe that where you live should be about more than just the house—it’s about the lifestyle, the people, and the experiences that make it special.
If you ever have questions about life in Williamsburg, upcoming events, or finding your perfect place here, I’m always happy to chat. And if you’re buying or selling a home in the area, I’d be honored to help.
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John Womeldorf – Mr. Williamsburg
Call or text me at 757-254-8136
Email me at john@mrwilliamsburg.com
Visit mrwilliamsburg.com