Special Events
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.


Thursday, September 25 | 6:00 PM | Dinner at 6:30 PM |
Celebrate the beauty of the season with Falling Into Autumn: Dinner in the Vineyard, set among the golden hues of our estate Albariño vineyard. Your evening begins with a sparkling toast upon arrival, followed by a leisurely walk to the vines where a long, table awaits beneath the crisp autumn sky.
As twilight settles over the vineyard, indulge in a thoughtfully curated four-course menu by Chef Shane, each pairing designed to highlight the harmony of food, wine, and the season:
Summer Bacalao
Creamy salt cod • pee wee potatoes • cipollini onions • olives • poached eggPaired with Wessex Hundred Blanc de Blanc
Roasted Quail Gumbo
Semi-boneless quail • dirty rice • sauce à la gumbo
Paired with Virginia Petit Manseng
Intermezzo
Alpine cheese • lotus root • rosé frozen grape elixir
Stuffed Pork Chop
Sweet onion • gorgonzola • apples • pancetta • red wine sauce
Paired with Gabriel Archer Reserve
Meyer Lemon Margarita
Frozen Meyer lemon soup • poached meringue • Grand Marnier gelée • salted lemon madeleine • agave syrup
Paired with Petite Fleur
Between the vines, you’ll enjoy the warmth of good company, the rustle of leaves, and the serene magic that only harvest season can bring.
One of our most beloved traditions, Dinner in the Vineyard, is a celebration of wine, food, and the land that brings them together.
Seating is limited - reserve your place today for an unforgettable night.
No menu substitutions are available.


Step into the charm of a European evening at Café Provençal at Wedmore Place.
Join us for an exclusive three-course wine dinner crafted by the acclaimed Executive Chef Riccardo Rinaldi. Enjoy an intimate night of refined flavors and thoughtfully paired wines from our cellar.
✨ Menu Highlights•
Course 1: Fall greens salad, pears chutney, walnuts, and Williamsburg Winery honey goat cheese
Course 2: Roasted Butternut Squash Soup, rosemary sage crumble
Course 3: Braised Short Ribs with truffle polenta and Root Vegetables
Course 4: Pumpkin spice espresso bread pudding, maple creme anglaise, candied nuts
Each course is perfectly paired with selections from The Williamsburg Winery. Space is limited; reserve your seat at the table.
Come early and enjoy Happy Hour at The Wiley Bar open 6-6:30 pm before dinner. This is a CASH bar only.


Join us for a festive culinary evening with Executive Chef Riccardo Rinaldi as he brings the warmth and flavors of Thanksgiving to life with a live cooking demo.
Watch the magic unfold, pick up a few chef secrets, and then savor the holiday-inspired dishes he prepares, French-Style Green Bean Casserole with Crispy Shallots & Truffle Cream Sauce and Risotto with Butternut Squash, Sage, and Toasted Walnuts.
Each ticket includes a complimentary drink.


CANCELLATION POLICY: No refunds will be issued 7 days before the event. Last day to request a refund is November 20th.
* *Choose from 2 seating times - 1:00 PM and 3:30 PM reservations. Regular, Children 12 & Under, and Children Under 3 options available. Please make sure to reserve tickets for all adults and children in your party, including any children under 3 years old, so that we may set our tables and seating charts accordingly.**
Celebrate Thanksgiving with wine, delicious food, and comfort at The Williamsburg Winery! Gather with family and friends in Wessex Hall as we share a Thanksgiving meal specially curated by Chef Shane Henderson. Our buffet will be full of traditional favorites and home-cooked touches alongside paired Williamsburg Winery wines and seasonal cocktails.
2 seating times are available at 1:00 pm and 3:30 pm. Your reservation includes access to the buffet for one person. Wine and cocktails will be available for purchase. Children pricing (12 and under) is available to reserve. Children under 3 are free.
Menu preview to come!
Make a weekend of it! Wedmore Place, the winery’s on-site inn, is available for your comfort. Book a room for the family or with friends and enjoy our Wessex Hundred farm for the holiday weekend. https://williamsburgwinery.com/stay/


September 5: Nicholas Darden 4 PM - 7 PM
September 6: Love Cats - 4 PM - 7 PM
September 12: Pancho Villa - 4 PM - 7 PM
September 13: Sammy Lee - 4 PM - 7 PM
September 14: Jocelyn Oldheim - 2 PM - 5 PM
September 19: Laine Rice - 4 PM - 7 PM
September 20: Sam Riddle - 4 PM - 7 PM
September 26: Luke Taylor - 4 PM - 7 PM
September 27: Pancho Villa - 4 PM - 7 PM
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!


Step into the charm of a European evening at Café Provençal at Wedmore Place.
Join us for an exclusive three-course wine dinner crafted by the acclaimed Executive Chef Riccardo Rinaldi. Enjoy an intimate night of refined flavors and thoughtfully paired wines from our cellar.
Menu:
Starter
Cream of Mushroom Soup with Savory & Garlic Parmesan Croutons
Entrée
Red Beet Risotto with Brillat-Savarin Cheese & Walnuts
Dessert
Salted Caramel Apple Pie Cobbler
Come early and enjoy Happy Hour at The Wiley Bar open 6-6:30 pm before dinner. This is a CASH bar only.


Start your New Years Eve festivities at the Tavern
Join us for an elegant New Year’s Eve dinner, featuring a thoughtfully crafted menu to celebrate the season:
Amuse-Bouche
Lobster Bisque Cappuccino – butter-poached lobster tail, chive oil, almond milk foam
Appetizer
Roasted Beet Carpaccio – toasted pistachios, winter greens, burrata cream
Main Course (choice of one)
Seared Day Boat Scallops – cauliflower purée, sweet potatoes, caviar beurre blanc, crispy leeks
Dry-Aged Duck Breast – onions & black garlic soubise, roasted winter roots, duck & foie gras jus
Seared Butternut Squash – za’atar & honey glaze, onions & black garlic soubise, squash seed oil
Dessert (choice of one)
Chocolate Marquise – salted caramel, gold, hazelnut praline crunch
Tres Leches – raspberry champagne
Elevate your experience by adding our pre-selected wine pairings to your meal +$40.


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.


Local Residents enjoy 10% off every Thursday!
Calling all Williamsburg and James City County Residents - every Thursday we're offering 10% off during lunch to our favorite locals. Come by and enjoy lunch inside our tavern or on our outdoor patio.
Reservations Encouraged through Opentable.
*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.


Every Sunday, come to the Williamsburg Winery and play Speedquizzing Trivia, hosted by Matt Chambers and Matt Mullins of Speedquizzing VA.
We will be alternating hosting on Sundays.
This is going to a brunch event, with wine, food, beer, and other non-alcoholic options. The fun begins at 2:00 PM in The Tasting Room. Trivia Rounds to include General Knowledge, Music, and Specialty Themed Rounds, and the top 3 teams will win a Williamsburg Winery gift cards! First Place will be crowned the Speedquizzing Trivia Champion!