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7 Top Wine Tasting Destinations In Chesapeake, Virginia


by Rory Frith


Chesapeake, Virginia, is a hidden gem for wine enthusiasts, boasting a diverse array of wineries and vineyards that offer unforgettable tasting experiences. From the tranquil countryside to the picturesque waterfront, Chesapeake provides the perfect backdrop for indulging in the art of wine tasting. Whether you're a seasoned connoisseur or a novice eager to explore the world of wine, this charming city has something to offer for everyone.

In this article, we'll take a journey through the top wine tasting destinations in Chesapeake, Virginia. Each of these wineries and vineyards has its own unique charm and character, promising a delightful blend of exquisite wines, stunning scenery, and warm hospitality. So, grab your glass and get ready to embark on a delightful adventure through Chesapeake's finest wine destinations. Let's raise a toast to the rich flavors and inviting ambiance that await us in this vibrant Virginia city.

The Williamsburg Winery

Nestled in the heart of Virginia's historic Williamsburg, The Williamsburg Winery is a premier destination for wine enthusiasts. Established in 1985, this picturesque estate spans over 300 acres and boasts a rich history of winemaking. The winery offers guided tours of its vineyards and state-of-the-art winemaking facilities, providing visitors with an immersive experience. Guests can indulge in a diverse selection of award-winning wines, including the renowned Governor's White and Acte 12 Chardonnay. The Williamsburg Winery's charming tasting room and elegant Gabriel Archer Tavern offer the perfect ambiance to savor their exquisite wines while enjoying the serene surroundings.

Mermaid Winery

Mermaid Winery, located in the vibrant Ghent district of Norfolk, is a true gem among Virginia's wine destinations. This urban winery prides itself on producing small-batch, handcrafted wines using locally sourced grapes. The inviting tasting room, adorned with rustic décor and a cozy atmosphere, provides an ideal setting for sampling their diverse wine offerings. From the robust Merlot to the crisp Viognier, each varietal reflects the passion and artistry of the winemakers. Additionally, Mermaid Winery hosts regular events and wine education classes, making it a must-visit for both seasoned oenophiles and casual wine enthusiasts alike.

The Dog and Oyster Vineyard

Situated in the charming town of Irvington, The Dog and Oyster Vineyard stands as a testament to Virginia's burgeoning wine scene. This waterfront winery, nestled along the picturesque Chesapeake Bay, offers a unique experience for visitors seeking exceptional wines and breathtaking views. The vineyard's signature wine, the "Chesapeake Cabernet Franc," has garnered acclaim for its bold flavors and distinctive character, embodying the region's terroir. With its inviting tasting patio and warm hospitality, The Dog and Oyster Vineyard invites guests to savor their handcrafted wines while relishing the serene coastal ambiance.

Chatham Vineyards

Embraced by the idyllic setting of Virginia's Eastern Shore, Chatham Vineyards stands as a testament to the region's winemaking heritage. The vineyard, encompassing a historic 18th-century estate, cultivates a diverse array of grape varietals, including the classic Chardonnay and the robust Cabernet Franc. Visitors can partake in guided tours of the vineyard and winemaking facilities, gaining insight into the meticulous craft behind each bottle. The rustic ambiance of the tasting room, housed within a renovated barn, provides an inviting space to sample Chatham Vineyards' acclaimed wines while basking in the tranquility of the countryside.

The Winery at Bull Run

Located in the heart of Northern Virginia's wine country, The Winery at Bull Run offers a captivating blend of history and viticulture. Set amidst the rolling hills of a historic farm dating back to the 18th century, this winery provides a scenic backdrop for wine tasting and leisurely strolls through its vineyards. The estate's signature red blends, such as the "Delaney" and "Henry's Red," showcase the winery's commitment to producing exceptional wines that reflect the region's terroir. With its rustic charm and welcoming ambiance, The Winery at Bull Run invites guests to savor their handcrafted wines while immersing themselves in the rich heritage of Virginia's wine country.

Horton Vineyards

Horton Vineyards, nestled in the enchanting countryside of Orange County, has been a trailblazer in Virginia's winemaking industry since its founding in Renowned for its pioneering spirit and innovative approach to winemaking, Horton Vineyards crafts an impressive array of varietals, including the Viognier and Petit Manseng. The winery's expansive tasting room, adorned with rustic décor and ample natural light, provides an inviting space to sample their acclaimed wines. Visitors can also explore the vineyard's scenic grounds and partake in guided tastings, gaining a deeper appreciation for the artistry and dedication infused into each bottle.

Barboursville Vineyards

Nestled at the foothills of the Blue Ridge Mountains, Barboursville Vineyards stands as a beacon of Virginia's winemaking excellence. With a legacy dating back to the 18th century, this historic estate produces a diverse portfolio of wines, including the celebrated Octagon and Vermentino. The vineyard's Tuscan-inspired tasting room exudes Old-World charm, offering a refined setting to savor their exquisite wines. Additionally, Barboursville Vineyards' picturesque grounds and renowned Palladio Restaurant provide an alluring backdrop for indulging in the art of fine wine and culinary delights amidst the scenic Virginia countryside.


Chesapeake, Virginia, offers a delightful array of wine tasting experiences, showcasing the region's rich viticultural heritage and scenic beauty. From the charming ambiance of vineyards to the exquisite flavors of local wines, visitors are treated to an immersive journey through the area's winemaking culture. Whether savoring award-winning vintages at the vibrant wineries or exploring the picturesque landscapes, wine enthusiasts are sure to find Chesapeake a captivating destination. With its blend of history, hospitality, and exceptional wines, this region beckons travelers to indulge in unforgettable wine tasting adventures.


What types of wines can I expect to taste in Chesapeake, Virginia?
In Chesapeake, Virginia, you can sample a diverse selection of wines, including robust reds, crisp whites, and delightful rosés. The local wineries often feature varietals such as Cabernet Franc, Chardonnay, Merlot, and Viognier, offering something to suit every palate.

Are the wine tasting experiences in Chesapeake suitable for beginners?
Absolutely! The wine tasting experiences in Chesapeake cater to all levels of wine enthusiasts, including beginners. The welcoming staff at the wineries are adept at guiding visitors through the tasting process, providing insights into the wines and ensuring an enjoyable experience for novices and connoisseurs alike.