Upcoming 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.

Spring is in the air at Wessex Hundred! Join us every weekend for curated wine flights, seasonal bites at the Tavern, and all the spring vibes. Soak up the sunshine, sip chilled wines, and enjoy the perfect springtime escape.
Free event, no tickets.

March Live Music:
Sammy Lee - Saturday, March 7th, 2 – 5pm
Hannah J - Saturday, March 14, 4 – 7pm
Pancho Villa - Saturday, March 21, 4 – 7pm
Nathan Lienard - Saturday, March 28, 4 – 7pm
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!

Succulent Driftwood Centerpiece Workshop with Rusted Rabbitt
March 20th at 6 PM Wessex Hundred Tasting Room
Create a living centerpiece shaped by nature in this hands-on workshop that blends organic form, texture, and design. In this class, you’ll design a succulent arrangement set into sculptural driftwood, allowing the natural curves and history of the wood to guide each unique piece.
Your base registration includes:
- Guided instruction from the grower and artist
- A curated piece of natural driftwood as your foundation
- A selection of healthy, homegrown succulents
- Soil and design materials
- Access to a thoughtfully gathered collection of natural adornments, including moss, stones, shells, and other organic elements
- Succulent care guidance to help your living centerpiece thrive
During the workshop, participants are welcome to expand their design by choosing a larger driftwood piece or adding additional succulents beyond the base selection. These enhancements are entirely optional and can be easily settled at the end of class, allowing the creative process to remain relaxed and uninterrupted.
No prior experience is needed. Come create, connect, and leave with a living work of art—rooted in nature and designed by you.
Facebook event page: https://www.facebook.com/events/1239895191409261

Celebrate the arrival of spring at The Williamsburg Winery Merchants Square Wine Bar with a relaxing afternoon of painting, wine, and creativity. 🍷🌷
Join us March 22 for a charming paint-and-sip experience where you’ll create a bright spring scene featuring tulips blooming from a cozy watering pot — a beautiful symbol of renewal, warmth, and the season ahead.
This guided class is perfect for all skill levels. Whether you’ve never picked up a paintbrush or simply want a fun and creative outing, you’ll be guided step-by-step and leave with a piece of art you’ll be proud to display.
✨ What to Expect:
Step-by-step painting instruction in a relaxed, social setting
All painting materials provided
A spring-inspired artwork to take home
One complimentary glass of Williamsburg Winery wine
A fun and creative way to spend your Sunday afternoon
Bring a friend, plan a date, or come solo and enjoy a welcoming atmosphere while you sip, paint, and celebrate the start of spring.
Spots are limited, so be sure to reserve yours early! 🌷🍷

Say goodbye to clasps and hello to a seamless, perfectly fitted piece of jewelry. Our welded, bonded designs are crafted for everyday wear—effortless, elegant, and made to last.
Choose from a beautiful selection of sterling silver, gold fill, and rose gold fill chains, along with stunning connecting charms to elevate and personalize your piece. Whether you prefer a bracelet, anklet, or necklace, each design is custom-fitted to stay exactly where you want it.
These meaningful pieces are the perfect way to celebrate the special bonds of friends and family—or to create something uniquely yours.
We can’t wait to create something special with you—see you at The Williamsburg Winery soon!

FREE & OPEN TO THE PUBLIC! 🐰🐣🌷🍾
Only 500 eggs are available; participation may limit availability.
Hop into Spring with an Egg-citing Weekend at Williamsburg Winery! Get ready for a fun-filled Easter Egg & Cork Hunt at Williamsburg Winery!
Saturday, March 28 – Easter Egg Hunt
Kids Egg Hunt at 12:00 PM
Adult Cork Hunt at 1:00 PM
Bring your own basket! 🧺
Kick off the weekend with an egg-stra special Easter Egg Hunt on Wessex Lawn! Kids can search for colorful eggs filled with candy and surprises, while adults get in on the fun with a Wine Cork Hunt - grab the most corks or find a gold egg and win prizes! Stick around and grab a spot on our lawn, bring a picnic, or grab a bottle of wine from our tasting room to soak in the spring weather. Our Outdoor Pavilion and Tasting Room will also be open, plus the Gabriel Archer Tavern is available for lunch reservations. Bring the whole family and meet us on the back lawn for a day of laughter and adventure! This event is free and open to the public.
Make It a Weekend Getaway!
Looking to celebrate more? Join us on Easter Sunday (the following weekend) for our Easter Brunch in Wessex Hall or turn your Easter celebration into a mini vacation by staying at Wedmore Place, our cozy on-site inn. Relax, unwind, and explore the beauty of our Wessex Hundred farm while soaking in the holiday spirit.
Don’t miss this egg-straordinary weekend of fun! Gather your loved ones and make memories at Williamsburg Winery.

Let's create a beautiful pastel living succulent wreath with homegrown succulent.
Sip wine and design with your friends or come solo.
I'll teach you all about these wonderful plants and how easy they are to care for. We will have many choices on how to customize and create this unique and unusual wreath that will last for many seasons.
***LOCATED AT THE CW TASTING ROOM IN MERCHANT SQUARE NOT THE MAIN WINERY***
Succulent Living Wreath Workshop
Create a living wreath rooted in nature and designed to grow with you.
In this hands-on succulent wreath workshop, participants will design a lush, living wreath using homegrown succulents, preserved moss, and natural botanical elements.
Guided by Melissa Tebbenhoff of Rusted Rabbitt Living Designs, you’ll learn both the horticultural foundations and artistic principles behind creating balanced, long-lasting living art.
As a succulent grower and living design artist, Melissa weaves plant care education into the creative process—teaching you how succulents grow, how they interact with their environment, and how to care for your wreath as it continues to evolve over time.
Each wreath is built on a natural grapevine base and assembled using a special plant-friendly adhesive, allowing the succulents to root gently while remaining removable for future replanting. Kits also include a curated selection of homegrown dried florals, adding seasonal texture and a soft botanical rhythm to each piece.
This workshop is welcoming to all skill levels and encourages a slow, thoughtful approach to making—blending education, creativity, and connection to the natural world.
Workshop Includes:
– Living wreath base
– Assortment of homegrown succulents
– Preserved moss
– Plant-safe adhesive
– Homegrown dried florals and botanical accents
– Care instructions and ongoing guidance
After the season has passed, your wreath can live on—participants will learn how to transition their succulents into a four-season planter or future living design.
No refunds or transfers are available.
Facebook event link: https://www.facebook.com/events/1882529292375512

Indulge in a vibrant spring-inspired buffet crafted by Chef Chad, featuring fresh salads, savory breakfast favorites, carved ham, and sweet seasonal treats. Wine and cocktails will be available for purchase to toast the day. Brunch is offered at two convenient seating times: 11:00 AM or 2:00 PM. Kid-friendly pricing applies, and little ones ages 3 and under dine free (just be sure to include them in your reservation!). Tickets are required, reserve your spot on Eventbrite today.
Menu Preview:
Freshly Baked Pastries
Warm Rolls
Assorted Danish
Scones
Cold Buffet
Sliced Fresh Fruits & Berries - Honey & Lavender Yogurt
Deviled Eggs
Charcuterie & Cheese Board
Assorted Sliced Charcuterie
Assorted Cheeses
Jams & Condiments
Artisan Crackers
Salads
Strawberry Spinach Salad -Spring Strawberries, Spiced Marcona Almonds, Comté Cheese, White Balsamic Vinaigrette
Carrot & Broccoli Slaw with Creamy Dill Dressing
Carving Station
Rosemary-Roasted Leg of Lamb - Red Wine Jus
Honey & Brown Sugar–Glazed Ham
Hot Buffet
Parmesan Herb-Crusted Flounder
Wild Rice Pilaf
Citrus Beurre Blanc
Lemon & Parmesan Roasted Asparagus
Potato Au Gratin
Macaroni & Cheese
Garden-Herbed Carrots
Mini Quiche - Bacon, Spinach & Gruyère
Pancakes with Spiced Apple Compote
Desserts
Lemon Meringue Bars
Assorted Cookies
Carrot Cake Bites
Disclaimer: Reservation includes access to the buffet for one person.
Reservation required. Taxes added on at checkout.
Cancellation Policy: No refunds will be issued 7 days before the event.
https://www.eventbrite.com/cc/easter-brunch-4814631?just_published=true

Transform a reclaimed wine bottle into a living sculptural piece rooted in both plant science and creative design.
In this hands-on workshop, participants will create a one-of-a-kind succulent arrangement nestled into a thoughtfully prepared wine bottle vessel. Led by Melissa Tebbenhoff of Rusted Rabbitt Living Designs, this experience blends botanical education with artistic process, offering insight into how succulents grow, adapt, and thrive in unconventional yet intentional environments.
As both a succulent grower and living design artist, Melissa guides participants through plant selection, balance, and composition while sharing practical growing knowledge that supports long-term plant health. Each arrangement is built using a special plant-friendly adhesive, allowing the succulents to establish gently while remaining adaptable for future replanting.
This workshop is more art-forward in nature while still grounded in horticultural understanding, making it approachable for beginners and enriching for seasoned plant lovers. The result is a sculptural, living piece that continues to evolve long after the class concludes.
Workshop Includes:
– Prepared wine bottle vessel
– Assortment of homegrown succulents
– Preserved moss
– Plant-safe adhesive
– Natural botanical accents
– Care instructions and ongoing guidance
When the arrangement outgrows its vessel, participants will learn how to transition their succulents into future living designs—extending the life of the piece beyond the workshop.
*****PLEASE NOTE THE ADDRESS OF THE LOCATION. THIS IS LOCATED AT THE WINE BAR AND TASTING ROOM IN CW MERCHANT SQAURE. THIS IS NOT AT THE MAIN WINERY LOCATION*********

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). 🍷🏃♀️✨

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.

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!

