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.


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

Paint Party with Leisa Perk

May 8 | 5:00 PM | Llama for your Momma

Join the fun with Leisa Perk at The Williamsburg Winery’s Wedmore Place, Hotel King Alfred Room and paint a llama for your Momma for Mother's Day. 11×14 Canvas and Paint Instruction included, plus a chance to win a door prize too! Select wines available for purchase.

Purchase Tickets

Mother's Day Brunch

May 12 | 11:00 AM & 1:30 PM Seatings

Celebrate Mother’s Day with all the moms and special women in your life at The Williamsburg Winery! Our culinary team has curated a delicious brunch buffet in Wessex Hall featuring fresh dishes and sweet treats! Share special memories and spend a joyous day with your loved ones at The Williamsburg Winery.


2 seating times are available at 11:00 am and 1:30 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, but still must be included in your reservation count.


Make a weekend of it! Wedmore Place, the winery’s on-site inn, is available for your comfort. Treat Mom to a special suite or bring the whole family for a weekend of relaxation! williamsburgwinery.com/stay

Purchase Tickets

Vet First 5K & 10K Race

with Bishop's Events

May 18 | 9:30 AM

Join us for our Second Annual 5K & 10K Race with Bishop’s Events at The Williamsburg Winery! Bishop’s Events was launched in 2011 with the mission of giving back to others by providing local runners with high quality races that benefit local and national charity organizations. Williamsburg Winery and Vet First Inc. are teaming up with Bishop’s Events for our May Race to support Vet First’s veteran employment efforts and mission to end hunger through local farms. 


For each race, Bishop’s Events will be giving Vet First Inc. 25% of all profits. Vet First is a non-profit that provides employment to local Veterans and ties together agriculture with giving back to the community. Vet First is near and dear to us at Williamsburg Winery as we currently have our farm location on site at the winery where crops and produce are maintained by Veterans and donated to the local community. 


Participate in this amazing cause and enjoy hospitality from our beautiful winery! Stay after the race and meet us at Wedmore Place for a glass of wine, wine spritzer, or refreshing drink. Runners receive 1 Drink from Williamsburg Winery, Finisher Medal, Technical (Dri-fit) Event Shirt, and a Chip Timed Event. The race will begin at 9:45am. For registration and more information, visit the link below.

Register Today

Paint Party with Leisa Perk

May 12 | 5:00 PM | Funky Flamingo

Join the fun with Leisa Perk at The Williamsburg Winery’s Wedmore Place, Hotel King Alfred Room and paint a Funky Flamingo to celebrate summer. 11×14 Canvas and Paint Instruction included, plus a chance to win a door prize too! Select wines available for purchase.

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Paint Party with Leisa Perk

July 10 | 5:00 PM | Pineapple Palooza

Join the fun with Leisa Perk at The Williamsburg Winery’s Wedmore Place, Hotel King Alfred Room and paint a fun pineapple. 11×14 Canvas and Paint Instruction included, plus a chance to win a door prize too! Select wines available for purchase.

Purchase Tickets
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