“Everybody is a Big Family and You’re a Part of It.”
– Kimberly Riley, longtime Club member with her husband, Brian
Join the Wine Club!
Here, we share our enjoyment of wines, our stewardship of the land, our love of family and friends.
Blending a winemaker’s passion for allowing varietals to express themselves in each vintage with the art of gracious hospitality, the Winery celebrates the best of food and wine daily. We offer three tiers of membership for customers that wish to seek a broader familiarity with Williamsburg Winery wines designed to meet all budgets and levels of interest. The Club is our most intimate connection with our customers, and we take pride in providing members with the ultimate experience in world-class wine, food and accommodations.
Levels of Membership
Explorer Club Members
(3 bottles of wine per quarter)
- $99 a quarter for members who pickup (this price excludes shipping costs)
- Choice of Red, White, or Mixed Wine Selections
- Given $240 Wine Club Dollars Annually* ($240 Value) Additionally, you’ll earn 1 Wine Club Dollar for every $20 spent.
- 10% Off Select Retail, Gabriel Archer Tavern and Wedmore Place*
- 10% off Select TWW events*
- 10% off event space rentals at Wessex Hundred
- Birthday Glass Bonus - Enjoy a complimentary glass of wine on your birthday.
- Members-Only Virtual Tastings
- Monthly Wine Club Exclusive Events
- Double Discount Weekends*
- Enjoy member benefits across our family of wineries. Ecco Adesso & Sassaia
Discovery Club Members
(6 bottles of wine per quarter)
- $180 a quarter for members who pickup (this price excludes shipping costs)
- Choice of Red, White, or Mixed Wine Selections
- Given $480 Wine Club Dollars Annually* ($480 Value) Additionally, you’ll earn 1 Wine Club Dollar for every $20 spent.
- 15% Off Select Retail, Gabriel Archer Tavern and Wedmore Place.*
- 10% off Select TWW events*
- 10% off event space rentals at Wessex Hundred
- Birthday Glass Bonus - Enjoy a complimentary glass of wine on your birthday.
- Members-Only Virtual Tastings
- Double Discount Weekends*
- Monthly Wine Club Exclusive Events
- Enjoy member benefits across our family of wineries. Ecco Adesso & Sassaia
Connoisseurs Club Members
(12 bottles of wine per quarter)
- $325 a quarter for members who pickup (this price excludes shipping costs)
- Choice of Red or Mixed Wine Selections
- Given $960 Wine Club Dollars Annually* ($960 Value). Additionally, you’ll earn 1 Wine Club Dollar for every $20 spent.
- 20% Off Select Retail, Gabriel Archer Tavern and Wedmore Place*
- 10% off Select TWW events*
- 10% off event rentals at Wessex Hundred
- Birthday Glass Bonus - Enjoy a complimentary glass of wine on your birthday.
- Double Discount Weekends*
- Members-Only Virtual Tastings
- Access to Quarterly Tastings with our Winemaker
- Complimentary Midweek Stay at The Wedmore Place Hotel Annually
- Monthly Wine Club Exclusive Events
- Enjoy member benefits across our family of wineries. Ecco Adesso & Sassaia
*Wine Club Dollars are not redeemable during events unless they are Wine Club-exclusive events.
*Discounts vary by membership tier. Gabriel Archer Tavern and Wedmore Place bookings and discounts are subject to availability and are not part of double discount weekends. Restrictions may apply. Select TWW events have a discount available.
All Members Receive
Access to both Wine Club Lounges, Open Daily with no reservations required.
Access to Quarterly Wine Club Pick-Up Weekends
Referral Program
Double Discount Weekends
10% Off TWW Events
10% Off Private Events
First Access to Limited Release Wines
Birthday Glass Bonus
Enjoy member benefits across our family of wineries, including Ecco Adesso & Sassaia
Wine Club Booklets
February 2026
December 2025
September 2025
May 2025
How does the Wine Club work?
Each shipment will include a variety of wines that are available in the Williamsburg Winery Tasting Room. In addition, some shipments may include Reserve wines and/or Library vintages.
Selections are made on a quarterly basis (Feb., June, Sep. & Dec.). Club members may pick-up wines from the winery retail shop or elect to have the wines shipped. Shipping is not included in quarterly fee. Shipping is not available for all states.
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