Local Event

Chesapeake Virginia Wine Festival

Sat, October 11, 2025 (12:00 PM - 6:00 PM)

Cost: $35 - $45

Imagine this: sunshine, fall vibes and unlimited sips surrounded by people who know how to have a good time. The Chesapeake Virginia Wine Festival isn't just a tasting, it's a full-on experience. Ditch the crowded powers for sommelier level wine served in actual glassware (yes, the fancy kind), with two live bands dropping feel-good sets that ride the breeze from first pour to golden-hour cheers. We've got over 20 Virginia wineries and an International Wine Village bringing flavors from around the world crafted from our in-house sommelier. While the music grooves, chef-inspired bites from some of Virgnia's top food trucks, artisan sweets provide serious Instagram worthy food. Whether yore dressed to match your crew's theme or rocking your casual confidence, the energy here is effortlessly cool and uniquely Chesapeake.

Each year proceeds from the festival benefit impactful local organizations selected by the Chesapeake Rotary Club. This year’s beneficiaries include the Boys and Girls Clubs of Hampton Roads, among others, groups committed to strengthening and uplifting lives across our region.

• Reserved Tables are available and an excellent way to add comfort and enjoyment to your wine festival experience.
• Bronze and Silver level Chalet packages are also available and include additional benefits such as a more prominent chalet location, website recognition, social media recognition, onsite signage benefits and additional tasting tickets.

Tags

• event
• wine
• festival
• food trucks
• community
• charity
• international
• virginia
• chesapeake
• VA
• Things to do in Chesapeake, VA
• Virginia Wine & Food Events
• Chesapeake Wine & Food Events