Special Events - The Williamsburg Winery

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.


View our event calendar or specific lists of events below.

Live Music at the Pavilion at Williamsburg Winery April 29, 2022

Live Music

Special Dinners

Williamsburg Winery Taste Bar Merchants Square flight June 8, 2021

Wine Socials & Art

Offsite Events

Williamsburg Winery Williamsburg Wine Bar on Merchants Square.

Tasting Room and Wine Bar


Live Music

Live Music on the Pavilion: Felicia Hoyos

Live Music on the Pavilion: Felicia Hoyos

Join us for as we kick off our Live Music on the Pavilion series for the season with a performance by Felicia Hoyos. Enjoy her acoustic tunes paired with a… Continue reading Live Music on the Pavilion: Felicia Hoyos

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14 April 2023
Live Music on the Pavilion: Nathan Lienard

Live Music on the Pavilion: Nathan Lienard

Enjoy a relaxing Sunday afternoon with the music of Nathan Lienard paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Nathan Lienard

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16 April 2023
Live Music on the Pavilion: Allegra Duchaine

Live Music on the Pavilion: Allegra Duchaine

Kick off your weekend with a performance by Allegra Duchaine at our 1619 Wine Pavilion. Enjoy her acoustic tunes paired with a glass or bottle of your favorite wine, and… Continue reading Live Music on the Pavilion: Allegra Duchaine

Find out more »
21 April 2023
Live Music on the Pavilion: Felicia Hoyos

Live Music on the Pavilion: Felicia Hoyos

Enjoy a relaxing Sunday afternoon with the music of Felicia Hoyos paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Felicia Hoyos

Find out more »
23 April 2023
Live Music on the Pavilion: Junior Wilson

Live Music on the Pavilion: Junior Wilson

Kick off your weekend with a performance by Junior Wilson at our 1619 Wine Pavilion. Enjoy acoustic tunes paired with a glass or bottle of your favorite wine, and relax… Continue reading Live Music on the Pavilion: Junior Wilson

Find out more »
28 April 2023
Live Music on the Pavilion: Jocelyn Oldham

Live Music on the Pavilion: Jocelyn Oldham

Enjoy a relaxing Sunday afternoon with the music of Jocelyn Oldham paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Jocelyn Oldham

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30 April 2023
Live Music on the Pavilion: Hard Times Band

Live Music on the Pavilion: Hard Times Band

Kick off your weekend with a performance by Hard Times Band at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking… Continue reading Live Music on the Pavilion: Hard Times Band

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05 May 2023
Live Music on the Pavilion: Nathan Lienard

Live Music on the Pavilion: Nathan Lienard

Enjoy a relaxing Sunday afternoon with the music of Nathan Lienard paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Nathan Lienard

Find out more »
07 May 2023
Live Music on the Pavilion: Felicia Hoyos

Live Music on the Pavilion: Felicia Hoyos

Kick off your weekend with a performance by Felicia Hoyos at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking the… Continue reading Live Music on the Pavilion: Felicia Hoyos

Find out more »
12 May 2023
Live Music on the Pavilion: Brian Carmona

Live Music on the Pavilion: Brian Carmona

Enjoy a relaxing Sunday afternoon with the music of Brian Carmona paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Brian Carmona

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14 May 2023
Live Music on the Pavilion: Allegra Duchaine

Live Music on the Pavilion: Allegra Duchaine

Kick off your weekend with a performance by Allegra Duchaine at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking the… Continue reading Live Music on the Pavilion: Allegra Duchaine

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19 May 2023
Live Music on the Pavilion: Sammy Lee

Live Music on the Pavilion: Sammy Lee

Enjoy a relaxing Sunday afternoon with the music of Sammy Lee paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Sammy Lee

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21 May 2023
Live Music on the Pavilion: Felicia Hoyos

Live Music on the Pavilion: Felicia Hoyos

Kick off your weekend with a performance by Felicia Hoyos at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking the… Continue reading Live Music on the Pavilion: Felicia Hoyos

Find out more »
26 May 2023
Live Music on the Pavilion: Jocelyn Oldham

Live Music on the Pavilion: Jocelyn Oldham

Enjoy a relaxing Sunday afternoon with the music of Jocelyn Oldham paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Jocelyn Oldham

Find out more »
28 May 2023
Live Music on the Pavilion: Hard Times Band

Live Music on the Pavilion: Hard Times Band

Kick off your weekend with a performance by Hard Times Band at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking… Continue reading Live Music on the Pavilion: Hard Times Band

Find out more »
02 June 2023
Live Music on the Pavilion: Nathan Lienard

Live Music on the Pavilion: Nathan Lienard

Enjoy a relaxing Sunday afternoon with the music of Nathan Lienard paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Nathan Lienard

Find out more »
04 June 2023
Live Music on the Pavilion: Felicia Hoyos

Live Music on the Pavilion: Felicia Hoyos

Kick off your weekend with a performance by Felicia Hoyos at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking the… Continue reading Live Music on the Pavilion: Felicia Hoyos

Find out more »
09 June 2023
Live Music on the Pavilion: Allegra Duchaine

Live Music on the Pavilion: Allegra Duchaine

Kick off your weekend with a performance by Allegra Duchaine at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking the… Continue reading Live Music on the Pavilion: Allegra Duchaine

Find out more »
16 June 2023
Live Music on the Pavilion: Felicia Hoyos

Live Music on the Pavilion: Felicia Hoyos

Enjoy a relaxing Sunday afternoon with the music of Felicia Hoyos paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Felicia Hoyos

Find out more »
18 June 2023
Live Music on the Pavilion: Junior Wilson

Live Music on the Pavilion: Junior Wilson

Kick off your weekend with a performance by Junior Wilson at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking the… Continue reading Live Music on the Pavilion: Junior Wilson

Find out more »
23 June 2023
Live Music on the Pavilion: Jocelyn Oldham

Live Music on the Pavilion: Jocelyn Oldham

Enjoy a relaxing Sunday afternoon with the music of Jocelyn Oldham paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Jocelyn Oldham

Find out more »
25 June 2023
Live Music on the Pavilion: Sammy Lee

Live Music on the Pavilion: Sammy Lee

Kick off your weekend with a performance by Sammy Lee at our 1619 Wine Pavilion paired with a glass or bottle of your favorite wine, and relax while overlooking the… Continue reading Live Music on the Pavilion: Sammy Lee

Find out more »
30 June 2023
Live Music on the Pavilion: Felicia Hoyos

Live Music on the Pavilion: Felicia Hoyos

Enjoy a relaxing Sunday afternoon with the music of Felicia Hoyos paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Felicia Hoyos

Find out more »
02 July 2023
Live Music on the Pavilion: Allegra Duchaine

Live Music on the Pavilion: Allegra Duchaine

Enjoy a relaxing Sunday afternoon with the music of Allegra Duchaine paired with a glass or bottle of your favorite wine, and a view of the vineyards here at Wessex… Continue reading Live Music on the Pavilion: Allegra Duchaine

Find out more »
16 July 2023

Special Dinners

Easter Brunch

Easter Brunch

Join us in Wessex Hall on Sunday, April 9th for a delightful Easter Brunch! Seatings are at 11:00am - 12:30pm, 1:00pm - 2:30pm, or 3:00pm - 4:30pm. Tickets are $75… Continue reading Easter Brunch

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09 April 2023
Mother’s Day Brunch

Mother’s Day Brunch

Come celebrate Mother's Day at The Williamsburg Winery! The Wessex Hundred culinary team presents a delicious brunch buffet in celebration of Mom! Non-alcohol drinks are included, and wine, beer, and… Continue reading Mother’s Day Brunch

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14 May 2023
William & Mary Graduation Dinner

William & Mary Graduation Dinner

Come celebrate your new grad at The Williamsburg Winery! The Wessex Hundred culinary team presents a delicious dinner buffet in celebration of the class of 2023! Non-alcohol drinks are included,… Continue reading William & Mary Graduation Dinner

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20 May 2023

Wine Socials & Art

Art at Wessex Hundred: Spring Reflections Exhibit

Art at Wessex Hundred: Spring Reflections Exhibit

Welcome Spring at the Winery – come enjoy the new exhibit of artwork opening March 31st in the Susan Constant Tasting Room. Bring your friends, have a glass of wine,… Continue reading Art at Wessex Hundred: Spring Reflections Exhibit

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31 March 2023
Art at Wessex Hundred: Spring Reflections Opening Reception

Art at Wessex Hundred: Spring Reflections Opening Reception

Come enjoy art, wine, and jazz, and be the first to experience the new artwork celebrating the Spring season, “Art at Wessex Hundred: Spring Reflections.” An Opening Reception for the… Continue reading Art at Wessex Hundred: Spring Reflections Opening Reception

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13 April 2023
Wine and Design

Wine and Design

Join us at the Gabriel Archer Tavern at the Williamsburg Winery for Wine and Design on Wednesday, April 19th at 2PM! Led by Leisa Perk, spend the afternoon channeling your… Continue reading Wine and Design

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19 April 2023

Offsite Events

There are no upcoming events at this time


Tasting Room and Wine Bar

Virginia is for Lovers…Date Night with Wines of Virginia

Virginia is for Lovers…Date Night with Wines of Virginia

Join us on April 13th from 6-7pm for Virginia is for Lovers...Date Night with Wines of Virginia. Spend an evening with the Williamsburg Winery tasting a special selection of Williamsburg… Continue reading Virginia is for Lovers…Date Night with Wines of Virginia

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13 April 2023
Celebrating Mom Sip-n-Paint

Celebrating Mom Sip-n-Paint

Celebrate Mom and join us for a special Sip-n-Paint Night on May 10th from 6-7:30pm. Your evening will include: A painting experience with "Work of Art" A glass of wine… Continue reading Celebrating Mom Sip-n-Paint

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10 May 2023

Experience the Winery

Come see the many ways we’ve earned our place on the world wine map.
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