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.
Step into the magic of the season at Winter Weekends at Wessex Hundred! Every weekend from now through January 1st, our estate will be beautifully decorated for the holidays, creating the perfect festive backdrop for your visit. Enjoy the sounds of holiday music, indulge in winter-inspired food and drink specials, and find unique gifts for everyone on your list. Whether you’re stopping by with friends, family, or just treating yourself, Winter Weekends at Wessex Hundred is the perfect way to celebrate the season in style and comfort. Come wander, sip, shop, and soak in the holiday spirit!
🎁 Holiday Food Drive at The Williamsburg Winery
We’re proud to partner with Vet First and Grove Christian Outreach to help local families enjoy a warm and joyful holiday meal this season.
Donate non-perishable food items and help spread kindness in our community.
As a thank-you: Receive 10% off wine bottles* when you donate.
Donation Locations:
🍷 Merchants Square Wine Bar
🍷 Wessex Hundred Tasting Room
Suggested Donation Items:
Canned vegetables & fruits
Canned soups or stews
Canned milk
Canned cranberry sauce
Stuffing mix
Boxed mashed potatoes
Rice or pasta
Mac & cheese
Baking mixes (cake, brownie, cornbread)
Broth (chicken, beef, or vegetable)
Pumpkin pie filling
Apple pie filling
Spices
Thank you for helping us support our neighbors this holiday season!
*Discount cannot be combined with points or other discounts. Discount must be used at the time of donation.
Join us December 6, 13, & 20 for festive sips and seasonal sparkle! Enjoy $12 holiday mimosas, select sparkling glasses, or $6 hot spiced wine to warm up before the fireworks. Pop open a sparkling bottle, take advantage of Happy Hour on select glasses, and stick around for the 7 PM fireworks!
🪄 Harry Potter Trivia Night | Dec 7, 3–5:30 PM
Step into the wizarding world for an afternoon of spellbinding trivia, good wine, and plenty of friendly competition. Test your knowledge of Hogwarts lore, iconic characters, and magical moments for the chance to win a $50 gift card! Gather your fellow witches and wizards and join the fun.
This workshop will give you many options to fully customize your very own living Winter Wreath. Step by step hands on guidance will be demonstrated by Melissa, the creator and artist behind Rusted Rabbitt. Instructions will be given on how to care for your beautiful living work of art as well.
We will start our class with an extensive succulent tutorial along with creating and designing tips and tricks with living homegrown succulents.
You’ll have so many choices of all the natural materials to use to make yours unique and sometime to admire for many many seasons to come.
******Please note the address for the location. This is not at the main winery location. The workshop is being held at the tasting room location at Merchant Square in Colonial Williamsburg*****
🎤🎄 Ugly Sweater Karaoke & Costume Contest | 3:30–5:30 PM
Break out your most fabulously festive ugly sweater and warm up those vocal cords for a night of holiday karaoke and cheerful competition! Sing your favorites, show off your outrageous outfit, and you could take home a winery gift card. Join us for cozy vibes, good wine, and plenty of laughs!
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! (menu to come)
Elevate your experience by adding our pre-selected wine pairings to your meal +$40.
Make your reservations on OpenTable.
🎉 Ring in the New Year at The Williamsburg Winery | Dec 31 & Jan 1
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) both days!
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!
