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.
Haunted Wine Cellar & Grounds Tour
History runs deep here, back to when Captain Gabriel Archer first walked this land and named it Archer’s Hope. But not all who came before have truly left…
Over the years, staff and guests have reported eerie encounters: ghostly handprints smudged across the wine cellar walls, fleeting apparitions in the mist dressed in colonial garb, and even the phantom sound of horse-drawn carriages echoing across the grounds.
Do you dare to uncover the mysteries that linger among the vines?
As twilight falls, join us for a 2-hour spine-tingling tour and wine tasting experience through our historic cellars and haunted grounds, where the whispers of the past drift through the barrels and shadows.
Your evening includes:
Chilling tales of haunted history from The Original Ghost Tours of Williamsburg
A guided walk through our cellars and property
3 included drinks to steady your nerves
21+ Only | Limited spots available
Book your tickets through the link. Choose "The Lingering Spirits of The Williamsburg Winery" on the calendar options.
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 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.
Weds, October 22nd | 6:00 PM – 8:00 PM
Williamsburg Winery – Merchants Square Wine Bar, Colonial Williamsburg
Settle into the cozy charm of Merchants Square Wine Bar for a creative night out! During this Plant & Sip, you’ll design your own succulent terrarium inside a glass vessel, complete with layers of soil, moss, stones, and festive fall décor accents.
Whether you’re a seasoned plant lover or just looking for a fun way to unwind, this workshop is the perfect mix of hands-on creativity and wine bar vibes.
🌿 What’s Included:
6” glass terrarium vessel
Succulents + seasonal fall décor
Soil, moss, stones, and decorative layers
Step-by-step instruction (no experience needed)
Your finished terrarium to take home
🍷 Drinks available for purchase from Williamsburg Winery’s Merchants Square Wine Bar. All supplies provided—just bring your creativity!
Spots are limited, so grab your seat today and create something beautiful this fall.
Pre-registration is required. Space is limited! There are NO physical tickets. Please, check in by name (matching the confirmation) with your instructor at the time of the event.
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. Enjoy dining before or after the workshop at the Tavern or grab a wine fkight to enjoy while we create.
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.
October 31 & November 1
7:00 PM – 10:00 PM (Last tour departs at 9:30 PM)
Dare to descend into the dark? Step into our Haunted Cellar for a chilling tour through the depths of the winery, where restless spirits stir and shadows whisper. If you make it out alive, the night continues with our Monster Ball, a sinister celebration featuring eerie cocktails, themed bites, and a chance to dance with creatures of the night.
This haunting experience is free to attend, but space is limited. Reserve your ticket to secure entry. Tours will be filled on a first-come, first-served basis.
Costumes encouraged (no masks or weapon-like props permitted).
This is a 21+ event only. No children permitted.
Will you escape… or will the cellar claim you?
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. Enjoy dining before or after at the many dining options in walking distance of the tasting room. Merchant Square is full of holiday cheer this season with many festivities to enjoy in the area.
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: This is at the Tasting Room and Wine Bar in Merchant Square. The event is not being held at the main winery. Please note the address on the tickets are correct.
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.
Living Succulent Christmas Tree
Join us for the Living Succulent Christmas Tree event at Williamsburg Winery ! Get into the holiday spirit with this unique in-person event. Witness the magic of a Christmas tree made entirely of lush succulents. It's a sight you won't want to miss! The class starts with a hands on guide of how to care for and become an expert on how to make your succulents continue to thrive for many more seasons. You’ll be guided step to step on how to design and create this wonderful living holiday decor. There will be several choices on each step of creating your unique treasure. Sip luscious wines with your group of friends and spend the afternoon at this gorgeous location. Stay after the workshop to spend some time enjoying all the winery has to offer with its many options of dining and in the tasting room.
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/
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.
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*****
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.
Make your reservations on OpenTable.
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!
