Chesapeake Virginia Wine Festival

08/26/2026

Today's the last day to pre-order your official Chesapeake Virginia Wine Festival merchandise! Don't miss your chance to secure your favorite festival gear before the presale ends.

Every pre-order ships September 25th, putting it in your hands before the festival gates open.

⏰ Presale closes tonight (August 26). Once the preorder window closes, you'll have to wait until the festival and inventory will be limited.

Order now and arrive at the festival ready to celebrate Virginia wine in style.

08/20/2026

When we talked to Atlantic Union Bank about being part of the Chesapeake Virginia Wine Festival, the conversation wasn't about logos or placements, it was about community. About what it actually means to invest in the people who live here.

They've been doing exactly that across Virginia for over a century. And we are so proud to have them as a Presenting Sponsor on October 10th.

📅 October 10, 2026 | ⏰ 12PM – 6PM | 📍 Chesapeake, VA

08/17/2026

Whatever you're wearing. Whatever you're craving. Whatever kind of afternoon you need, the Chesapeake VA Wine Festival is for YOU. 🍷

Come dressed up or come casual. Bring your foodie crew or your laid-back crew. Know everything about wine or know absolutely nothing; we promise it doesn't matter.

This is Chesapeake's festival. Built for all of us.

📅 October 10, 2026
⏰ 12PM – 6PM
📍 Chesapeake, VA

Tag someone you're bringing! 👇

08/14/2026

Meet three of the twenty Virginia producers pouring on October 10. Before you step onto the festival grounds, get to know them here first. 🍷

Bright Meadows Farm Vineyard & Winery: Nathalie, VA
A restored 1883 milk barn on a historic Halifax County plantation. Blackberry, blueberry, and American varietals grown on their own 10 acres. Country wines, southern hospitality, and the kind of place that makes you slow down the moment you arrive.

Byrd Cellars: Goochland County, VA
Pouring since 2004. Just west of Richmond. Vineyard views, live music, and a tasting room that feels like a friend’s backyard. No pretension, just good wine and good people who’ve been doing it long enough to know the difference.

Cobbler Mountain Cellars: Delaplane, VA
A family dream that started in 1959. Today, Laura and her kids carry it forward with over two dozen ciders on tap. A true Virginia story and you can taste it in every sip.

Tickets:

Tickets for 2026 Chesapeake Virginia Wine Festival in Chesapeake from Leap. Join Us for the 16th Annual Chesapeake Virginia Wine Festival, presented by Atlantic Union Bank, October 10, 2026 at Chesapeake City Park. Enjoy Unlimited tastings from 20 premier Virginia Winery locations and an extensive

08/12/2026

Presale closes August 26th, grab yours before the window closes. Every pre-order ships September 25th, putting it in your hands before the festival.

Link: https://chesapeakevawinefestival.myshopify.com/

08/10/2026

We're hyped to welcome Prince Michel Vineyard & Winery back for ! 🍷 Get ready for world-class sips, fan-favorite Sweet Red Reserve, and pure good vibes as one of Virginia’s most iconic wineries returns to make it another unforgettable weekend.

This is your sign to get your tickets and we'll see you October 10!

08/06/2026

Best seat in the house? Already taken... unless you claim yours now! 🍷✨ Skip the crowd and lock in a reserved table for you and the crew. Link in comments.

08/04/2026

Here’s to good times and great pours, with friends 🥂✨

Ticket Link: https://loom.ly/Jsv8kwc

08/01/2026

A little extra love (and early bird pricing) for YOU. We’ve extended our early bird pricing for a limited time.

Link: https://events.leapevents.com/event/cheswine2026/pre-sale

Offer ends Sunday, August 2.