Why Chesapeake Wine Fest Hits Different
Trade cramped tastings for open-air elegance. Picture sommelier-level pours in real glassware, two live bands rolling out feel-good sets from the main stage, and golden-hour clinks that wrap just as the sun dips.
- Lewis McGhee, Borderline Crazy duo, and Wonderland closes the night.
- 20+ Virginia wineries.
- 30+ international wines, hand selected by sommelier Josh Wright.
- Beer available for purchase (not included in the wine tasting ticket)
- Curated selection of non-alcoholic wines
- Local food trucks
- Artisan makers & Official Wine Festival Merchandise
- 100% for charity — $2.5M+ raised for our community since day one.
Wine That Gives Back
Every ticket funnels 100% of its price into local impact through Rotary Club of Chesapeake Community Charities, so each toast funds programs that change lives:
- Boys & Girls Club of South Hampton Roads
- CHIP (Children’s Health Investment Program)
- Chesapeake Public Schools Education Foundation
- Children Today Leaders Tomorrow
Chesapeake Wine Fest is a good time FOR a great cause! More than $2.5 million donated so far, and we’re just getting started.
Level-Up Options
Upgrade your crew’s day out:
- Reserved Tables beside the stage, closest seats to the music.
- Private Chalets with dedicated servers and a curated bottle list.
Both sold out early last year, so set a reminder!
Quick Details
When: October 10, 2026
Where: Chesapeake City Park, 900 City Park Dr, Chesapeake, VA
Parking: Free on-site
Rain or shine: We pour either way
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Presented by Atlantic Union Bank. Proudly partnered with Priority Toyota, TowneBank, 13 NewsNow and a powerhouse roster of local sponsors who believe great wine can change lives.
Ready to Sip, Savor, Repeat?
Rally the group chat, pick a theme, and grab your tickets the moment they go live. Follow @ChesapeakeWineFestival for pour lists, band drops, and giveaways. October never tasted so good. See you in the Park!
OurGallery
Reserved Tables Available Now!
Wineries
Bright Meadow's Farm
Bright Meadow's Farm
Byrd Cellars Vineyard and Winery
www.byrdcellars.com
Cobbler Mountain Cider
www.cobblermountain.com
Elk Island Winery
elkislandwinery.com
Front Four Cellars
frontfourcellars.com
General's Ridge Vineyard
www.generalsridgevineyard.comGet the Party Started!
Festival Location
900 City Park Dr.Chesapeake, VA 23320
Email Address
chesapeakevawinefestival@gmail.comSocial Media
Chesapeake Wine FestivalPrivate Chalets
Private Chalets are perfect for large groups or corporate events. We have many options available for chalet licensees to
discover how to maximize and customize your private chalet for clients and friends including catering.