On every one of our corks is printed ‘Enjoy Life’ which is a reflection to how we should live.
Join us for one of our special events and enjoy life with delicious wine in the company of great friends here at Wessex Hundred.
Calling all Williamsburg and James City County Residents - every
Tursday we're offering 10% off during lunch to our favorite locals.
Come by and enjoy lunch inside our tavern or on our outdoor patio.
Must show an I.D. as proof of residency. Discount applies to food and non-alcoholic beverages. Cannot be combined with other discounts.
Applies only to Williamsburg and JCC area zip codes: 23185, 23186, 23187, and 23188.
A weekly showcase of tavern classics, featuring the acclaimed Seven Hills Burger and our rotating artisan Pasta, expertly crafted by Executive Chef Riccardo Rinaldi.
5-8 PM - Reservations Encouraged through Opentable.
*Only Pasta & Burger Night Menu Available. Dinner Menu is not available.
Start your New Year's Eve festivities at the Tavern.
Join us for an elegant New Year’s Eve dinner, featuring a thoughtfully crafted menu to celebrate the season!
Dinner cost is $110++ pp.
Elevate your experience by adding our pre-selected wine pairings to your meal +$40 pp.
Menu:
Appetizer
Roasted Beet Carpaccio
Winter Greens, Burrata Cream, Toasted Pistachios,
Pairing Wessex Hundred Viognier - Chardonnay
Main
Seared Day Boat Scallops
Cauliflower Purée, Sweet Potatoes, Caviar Beurre Blanc, Crispy Leeks
Pairing Wessex Hundred Albarino
Or
Pork Loin
Onions & Black Garlic Soubise, Roasted Winter Baby Carrots, Pork & Mustard Jus
Pairing Gabriel Archer Reserve
Or
Seared Butternut Squash
Zaatar & Honey Glaze, Onions & Black Garlic Soubise, Squash Seed Oil
Pairing Wessex Hundred Tannat
Dessert
Chocolate Marquise
Salted Caramel, Gold, Hazelnut Praline Crunch
Or
Tres Leche
Raspberry Champagne
Dessert pairing with our Wessex Hundred Blanc De Blanc
Make your reservations on OpenTable.
**Price excludes taxes & gratuity
🎉 Ring in the New Year at The Williamsburg Winery | Dec 31
Celebrate the season with bubbly all day! 🥂 Enjoy $12 mimosas and select sparkling glasses — bottles available at regular price. Plus, enjoy Happy Hour on select glasses and toast to the new year in style!
Holiday Hours: 12 - 6 PM (last call 5:30)
Get ready for a wickedly fun day of wine, movement, and memories at Wicked Wine Run® at The Williamsburg Winery on May 30, 2026. Set among rolling vineyards in the heart of Virginia Wine Country, this unforgettable experience blends fitness, friendship, and fantastic wine—no matter how fast (or slow) you go.
Founded in 2013, Wicked Wine Run is the longest-running and most participated wine run in the country. With a passion for creating joyful, one-of-a-kind events, Wicked Wine Run invites participants to run, walk, skip, or dance their way through some of the most scenic vineyards nationwide—glass in hand and smiles guaranteed.
Choose your adventure with a 1K or 5K race option—or do both if you’re feeling extra spirited. Yes, you can absolutely walk the 5K. This event is all about having fun, soaking in the views, and enjoying great wine with your favorite people.
1K participants enjoy wine tastings along the course and at the finish line, while 5K finishers are rewarded with a full glass of wine, a brand-new 2026 event shirt, and an exclusive finisher medal. All participants receive access to the lively after-party, where the celebration continues long after you cross the finish line.
With over 20 years of multifaceted event production experience, Wicked Wine Run is known for creating experiences that keep besties coming back year after year. Recognized by CBS, Self Magazine, Runner’s World, Greatist, Fox, Buzzfeed, and more, this is more than a race—it’s a vineyard party you don’t want to miss.
Come for the wine. Stay for the vibes. Leave with memories (and maybe a little wine glow). 🍷🏃♀️✨
No Live Music in December
Come out for an evening at the winery with live music, great food by Chef Ricardo at our award-winning restaurant, fresh oysters, delicious wine and beer, and curated cocktails overlooking the vineyard! Make it a stay and book a room at our European-style hotel, the Wedmore Place. Cheers!
Every Sunday, come to the Williamsburg Winery Wessex Hundred Tasting Room and play Speedquizzing Trivia, hosted by Matt Chambers and Matt Mullins of Speedquizzing VA.
The fun begins at 2:00 PM in The Tasting Room. Trivia Rounds to include General Knowledge, Music, and Specialty Themed Rounds. Prizes for winners!
