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.
Fireside Weekends at Wessex Hundred are here. Join us every weekend through February for curated wine flights, smooth jazz tunes, and comforting winter bites by the fire.
Free event, no tickets.
Celebrate love, friendship, and everything in between with a romantic (or Galentine-approved) weekend at Wessex Hundred. Whether you’re planning a cozy getaway, a memorable date, or a thoughtful gift, we’ve curated the perfect Valentine’s Weekend experience.
Enjoy while you’re here:
🍷 Be Mine Wine Flight $25 wine pairing with sweet treats, $6 glasses of rose and 20% off 6+ bottles of rose purchases
🍇 Guided winery tours & tastings
🍽️ Dinner at Gabriel Archer Tavern — reservations recommended via OpenTable
💝 Magnetic Memories Pop-Up - 12PM-7Pm
🎶 Relaxed, cozy winery vibes all weekend long
Perfect Valentine’s & Galentine gifts to take home:
💝 Double Your Discount Gift Card — buy a $100 gift card and receive a $100 Dine & Stay Certificate
🌸 A dozen rosés (a classic with a Wessex Hundred twist)
💌 Wine Club memberships
🏨 A romantic stay at Wedmore Place
🎁 Local artisan gifts & winery merch from our Tasting Room
Whether you’re gifting an experience, sharing a bottle, or simply enjoying time together, Valentine’s Weekend at Wessex Hundred is designed to make it memorable.
For every kind of love worth celebrating. 💕
Be Mine Wine Flight
Available February 13-15th (or until we run out!) at our Wessex Hundred Tasting Room.
Celebrate Valentine’s weekend with the sweetest pairing in town.
For $25, enjoy a curated flight of wines expertly paired with decadent sweet treats like artisan caramels, sugar cookies, and delicate macarons, perfect for sharing with someone you love.
We are not taking reservations. First come first serve basis. Available while supplies last.
Custom Photo Magnets Pop-Up
February 14th from 12-7 PM
Come take a photo and watch it turn into a keepsake! Magnetic Memories will be on-site creating custom photo magnets instantly—perfect for celebrating someone special this Valentine’s Day.
Magnetic Memories : https://magneticmemories25.com/
Celebrate Valentine’s Weekend with an intimate, candlelit dinner at The Tavern—perfect for a romantic night out with the one you love. Join us Friday, February 13 and Saturday, February 14 from 5:00–8:00 PM for a thoughtfully curated Valentine’s pre-fixe menu, crafted to make your evening feel truly special. Elevate the experience with an optional wine pairing for the perfect finishing touch. 💕🍷
• Pre-fixe menu only (no à la carte)
• $100 per person + tax & gratuity
• Optional wine pairing $40
• Payment due at the restaurant
• Credit card required to reserve
• $20 per person fee for no-shows or cancellations within 24 hours
Menu:
Welcome Bite
Cured Scottish Salmon
Herb-crusted salmon, smoked crème fraîche, pickled beets
Paired with Wessex Hundred Albariño
First Course
Sweet Potato Gnocchi
Sweet potato dumplings, Meadow Creek Grayson cheese, baby arugula, crispy country ham
Paired with Midsummer’s Night White
Main Course
Mediterranean Branzino
Mediterranean sea bass, ancient grains, winter root vegetables, garlic aioli, beurre blanc
Paired with Virginia Sauvignon Blanc
— OR —
Chicken Roulade
Roulade of chicken and wild mushrooms, pee-wee potatoes and pearl onion confit, broccolini purée, miso-potato crunch
Paired with Wessex Hundred Petite Verdot
— OR —
Royal Trumpet Mushroom
Sorghum and miso glazed royal trumpet mushroom, pee-wee potatoes and pearl onion confit, broccolini purée, miso-potato crunch
Paired with Wessex Hundred Petite Verdot
Dessert
Chai Cheesecake
Chai-spiced brown sugar cheesecake, hazelnut praline, espresso mousse, Milano cookies
— OR —
Chocolate Cake
raspberry icing, toasted pistachios, wine-and-berries mousse
Paired with Wessex Hundred Blanc de Blanc
Join us at The Williamsburg Winery for a special Recruitment Day with Vet First, Inc., a one-of-a-kind nonprofit dedicated to supporting U.S. Veterans through agriculture, education, and community service. Vet First operates a working garden right here at the winery, where Veterans help grow sustainable, organic produce that is donated to local food banks.
This free, public event is an opportunity for Veterans to learn about a no-cost agricultural training and education program that offers hands-on experience, recognized training hours, and preparation for USDA- and NRCS-aligned credentials. Meet educators and community partners, enjoy light bites and refreshments, and discover how you can reconnect with service through land stewardship and meaningful work.
February 16th & 23rd from 11:00 AM – 1:00 PM
Williamsburg Winery – Westbury Hall
5800 Wessex Hundred, Williamsburg, VA 23185
FREE
Public • Veterans • Families • Professionals
Small bites will be available along with refreshments
Discover a Veteran-focused agricultural education and training program designed to reconnect service, land stewardship, and community impact.
Participants gain access to recognized training hours, hands-on learning pathways, and preparation for USDA and NRCS-aligned credentials—all at no cost.
Learn • Connect • Serve Again
Industry-aligned education
Conservation & sustainability training
Credential preparation
Community partners & educators on-site
Hosted by Vet First, Inc.
Sponsors & Partners:
VDACS • Virginia DVS • iCEV • Bubo Learning Design • TSC Enterprise
Virginia Tech Agriculture Research & Extension Centers • William & Mary
Virginia Peninsula Foodbank • Foodbank of SE Virginia & Eastern Shore
Join us this Saturday afternoon as we paint a charming spring scene: delicate crocuses — a perfect symbol of renewal, warmth, and fresh beginnings.
This guided paint-and-sip experience is designed for all skill levels. You’ll be led step by step, so whether you’ve never painted before or just want a fun night out, you’ll leave with a beautiful piece of art you’re proud of.
✨ What to expect:
- Step-by-step instruction in a relaxed, social atmosphere
- All painting materials provided
- A spring-inspired artwork to take home
- One glass of wine is included
- The perfect way to unwind on a Saturday afternoon
Bring a friend, a date, or come solo and meet new people. Let’s sip, paint, and welcome spring together — one flower at a time.
Tickets are here: https://www.eventbrite.com/e/1982727356898?aff=oddtdtcreator
Facebook event page: https://www.facebook.com/events/4180943078838425
Spots are limited — reserve yours early!
Join us this Sunday afternoon as we paint a charming spring scene: delicate crocuses — a perfect symbol of renewal, warmth, and fresh beginnings.
This guided paint-and-sip experience is designed for all skill levels. You’ll be led step by step, so whether you’ve never painted before or just want a fun night out, you’ll leave with a beautiful piece of art you’re proud of.
✨ What to expect:
- Step-by-step instruction in a relaxed, social atmosphere
- All painting materials provided
- A spring-inspired artwork to take home
- One drink is included
- The perfect way to unwind on a Sunday afternoon
Bring a friend, a date, or come solo and meet new people. Let’s sip, paint, and welcome spring together — one flower at a time.
Tickets are here: https://www.eventbrite.com/e/1982545548103?aff=oddtdtcreator
Facebook event page: https://www.facebook.com/events/1594869558327079
Spots are limited — reserve yours early!
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
FREE & OPEN TO THE PUBLIC! 🐰🐣🌷🍾
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
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!
No Live Music this month
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!
