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.


Harvest Dinner

Tuesday, November 12 | 6:00 PM


Join us on November 12 for an enchanting Harvest Dinner at The Williamsburg Winery! Celebrate the bounty of the season with an unforgettable evening of fine dining and world-class wine in Westbury Hall. Indulge in a 4-course meal expertly crafted by our talented Chefs, Shane Henderson and Riccardo Rinaldi, designed to showcase the freshest local ingredients of the harvest season.


Each course will be perfectly paired with wines from our award-winning vineyard, hand-selected to elevate your culinary experience. Savor the flavors of autumn and beautiful culinary creations from our Chefs in the enchanting ambiance of our winery.


Whether you’re a wine connoisseur or simply looking for a unique dining experience, this exclusive event is not to be missed! Limited seating available. Tickets are $130++ per person and includes Complimentary Glass of Sparkling Wine, 4-Course Dinner, and 4 Wine Pairings. Reserve your spot now and toast to the season with us!


Must be 21+. Tickets are required.

Reserve Today Harvest Dinner Menu

Thanksgiving

Thursday, November 28 | 1:00 PM and 3:30 PM


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 and a welcome drink upon arrival. Wine and cocktails will be available for purchase. Children pricing (12 and under) is available to reserve. Children 3 and under are free.


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/

Reserve Today Thanksgiving Menu

Wine & Brine Series

Every Friday, 4:00 - 8:00 PM

September 13 - November 22


Kick off your weekend with the perfect pairing at our Wine & Brine series! Every Friday, indulge in the freshest oysters, finest wines, and live music at our Outdoor Pavilion. Dive into a selection of succulent oysters provided by Big Island Aquaculture, expertly paired with a curated range of your favorite Williamsburg Winery wines that will elevate your tasting experience. It’s more than a Friday Night Out — it’s a celebration of Coastal Virginia flavor!


πŸ“…  Every Friday, 4:00 - 8:00 PM

πŸ“  Gabriel Archer Outdoor Pavilion

πŸ¦ͺ  Available by the Half Dozen or Full Dozen

🎡  Local Live Music


No reservations required, seating is first come. Event is weather dependent.


*Outdoor Pavilion to-go menu will not be available during Wine & Brine. For Dinner or additional food, please make a reservation at the Gabriel Archer Tavern.*

Live Music Weekends

Select Fridays and Every Saturday & Sunday

Meet us at our Gabriel Archer Outdoor Pavilion and enjoy live music by local artists plus wine, food, cocktails, vineyard views, and more! View the full lineup for live music dates on our Facebook Page under Events.

Live Music Schedule
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