4th ANNUAL KENTUCKY DERBY WATCH & WINE ROOFTOP FUNDRAISER
4th ANNUAL KENTUCKY DERBY WATCH & WINE ROOFTOP FUNDRAISER in Henrico, VA — charity event benefiting Wounded Warrior Project. May 2, 2026. From $55.
Quick facts
At a glance.
The story
About this festival.
4th ANNUAL KENTUCKY DERBY WATCH & WINE ROOFTOP FUNDRAISER is a charity food and wine event held annually on May 2, 2026, in Henrico, Virginia — a rooftop watch party benefiting the Wounded Warrior Project with a fundraising goal of $1,500. The event runs from 5:30 PM to 8:30 PM at the Luxury Rooftop Patio at 3500 Cox Rd, organized by Ladies of Short Pump, a local community group. General admission early bird tickets are priced at $55, with group and sponsorship tiers reaching up to $600.
4th ANNUAL KENTUCKY DERBY WATCH & WINE ROOFTOP FUNDRAISER centers on watching the Kentucky Derby live on large TV screens while guests enjoy wine, a buffet, and faux betting. Each standard ticket includes 2 drink tickets, patio seating, and 2 raffle tickets. The event encourages Derby dress — big hats, bow ties, and dancing shoes — and features a silent auction, chance drawings with prizes ranging from $15 to $40, and a program guide with local business advertising. Chef Mark Burns is on site, and the event has a live entertainment component with music.
For those seeking a more elevated experience, table packages seat groups of 4, 6, or 10 and include perks such as program guide advertising, speaking opportunities, and a 90- to 120-minute vintage car ride arranged through RB Vintage Car Service. Tables of 4 are priced at $200, tables of 6 at $240, and tables of 10 at $600. Wounded warriors and veterans can contact ladiesofshortpump@gmail.com or call 804.310.6895 for a discounted access code, valid through April 20, 2026. Early bird pricing closes April 20.
Getting there
Location & logistics.
What to expect
The experience.
A mix of varietals from regional producers. Start light, work toward the bigger reds.
Held at www.3500wv.com Luxury Rooftop Patio in Henrico. Check the venue page for layout details.
A mix of regulars and newcomers. Knowledgeable pourers happy to walk you through what you're tasting.
Arrive early, hit your must-try wineries first, then wander. That's the move.
Frequently asked
Common questions.
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More Virginia
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