Virginia Oyster Trail


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Morning: Arrival & Check-in

Arrive in the Greater Williamsburg area and check-in to Wedmore Place at the Williamsburg Winery (a luxurious, Tuscan-inspired boutique hotel). Take in the charming atmosphere of this beautifully landscaped property.

Wedmore Place room 8. Champagne Room.

A group of friends clinking wine glasses in a celebratory toast over a glass patio table
Late Morning: Wine Tasting at Gauthier Vineyard

Head to Gauthier Vineyard for a scenic wine tasting. Sample the vineyard’s locally grown wines while overlooking the lush vineyards and surrounding nature. Enjoy a flight of their best wines, each offering a taste of the terroir that makes Virginia wines unique.


Lunch: Barret’s Seafood Restaurant & Taphouse Grill

Savor a fresh and delicious seafood lunch at Barret’s Seafood Restaurant & Taphouse Grill, where you can enjoy local oysters and other fresh seafood dishes, paired with a craft beer from their extensive list of local brews.


Afternoon: Williamsburg Winery

After lunch, head to Williamsburg Winery for another wine experience. Take a tour of the winery and sample their award-winning wines in a cozy, intimate setting. The vineyard’s beautiful grounds are perfect for a relaxing stroll after your tasting.


Evening: Dinner at Casa Pearl

Enjoy a delicious dinner at Casa Pearl, a contemporary bistro with a menu inspired by fresh, local ingredients. The dinner menu features various seafood options, including oysters, expertly prepared to satisfy your taste for both flavor and presentation.


Stay Overnight at Wedmore Place

Return to Wedmore Place for a restful evening. Unwind in your cozy room and enjoy the peaceful ambiance of this charming inn.

A vibrant plate of oysters on ice served with lemon slices, sauces, and a bottle of CASA Pearl hot sauce

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Morning: Breakfast & Brew at Alewerks Brewing Company

Start your day with a hearty breakfast at Wedmore Place, then head out to Alewerks Brewing Companyfor a craft beer tasting. Alewerks offers a variety of locally brewed beers, and the tasting room is a perfect spot to try out a flight of their signature brews.

Tommy Leggett with Alewerks York River Oyster Stout

Lunch: Water Street Grille in Yorktown

Take a short drive to Water Street Grille in historic Yorktown for a relaxed lunch by the waterfront. Enjoy local oysters on the half shell, paired with seafood dishes or a fresh salad. The casual yet charming atmosphere makes for a perfect midday break.


Afternoon: Explore Yorktown

After lunch, explore the historic waterfront town of Yorktown. Walk along the scenic streets and visit the Yorktown Battlefield for a peek into history. Take in the views of the York River, and perhaps even enjoy a bit of shopping in the quaint local stores.


Dinner: Yorktown Pub

For your final dinner, enjoy a laid-back yet delicious evening at Yorktown Pub, a local favorite. Savor a meal of fresh oysters and other coastal-inspired dishes, along with a craft beer or glass of Virginia wine to round out your Virginia Oyster Trail experience.


Return to Wedmore Place

After a relaxing dinner, head back to Wedmore Place for your second night of relaxation. Reflect on the delicious wine, oysters, and scenic beauty of the Greater Williamsburg area before retiring for the night.


End of Experience

On the morning of your departure, enjoy a final leisurely breakfast at Wedmore Place before checking out. Take with you memories of Virginia’s finest oysters, wines, and coastal experiences.

Yorktown onions along the Colonial Parkway
Tommy Leggett with Alewerks York River Oyster Stout
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Morning: Start at Nuttall’s Store in Hayes

Begin your day with a visit to Nuttall’s Store in Hayes, a historic gem dating back to 1895. This local favorite is known for its charm, unique products, and friendly atmosphere. Grab a picnic lunch here, selecting from local deli items, fresh produce, and snacks perfect for a day of exploring. Be sure to take a moment to explore the history of the store, which has been serving the community for over a century.

Winslow Goodier with Chatham Vineyards Church Creek wine at Nuttall’s Store in Ware Neck

Mid-Morning: Reedville Fisherman’s Museum

After your picnic pick-up, drive to Reedville, a charming town located along the banks of the Chesapeake Bay. This town has a deep-rooted fishing heritage, and it’s an essential stop on the Virginia Oyster Trail.

Head to the Reedville Fisherman’s Museum, where you’ll dive into the town’s rich maritime history. Learn about Reedville’s legacy as a hub for the local fishing industry and discover the role oysters and seafood have played in shaping the region. The museum offers fascinating exhibits about the fishing industry, as well as scenic views of the bay.


Afternoon: Explore Kilmarnock and Antique Treasures

After exploring Reedville, take a short drive to the nearby town of Kilmarnock, known for its quaint shops and charming small-town atmosphere.

Spend some time browsing the Kilmarnock Antique Gallery, a treasure trove of antiques, collectibles, and unique finds. Whether you’re looking for something specific or just enjoy browsing, this stop is a perfect way to immerse yourself in the region’s history while picking up a memento or two.


Late Afternoon: Wine Down at Good Luck Cellars

Wrap up your day with a visit to Good Luck Cellars, located just outside Kilmarnock. Enjoy a wine tasting experience at this charming vineyard, known for its beautiful grounds and award-winning wines. Sip on a flight of their locally produced wines while enjoying views of the lush vineyards. Take a moment to relax and unwind as you reflect on your day of exploration along the Virginia Oyster Trail.

A Virginia vineyard with lush grapevines leading to a rustic building under a cloudy sky

Tommy Leggett with Alewerks York River Oyster Stout

White Boot Blog

Exploring Virginia’s Oyster & Craft Beer Pairings for Craft Beer Month

August in Virginia is more than just the peak of summer; it’s Craft Beer Month, a time to celebrate the state's burgeoning craft beer scene. As breweries across the Commonwealth release special brews and host events, one pairing stands out as quintessentially Virginian: the combination of Virginia oysters and craft beer.

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