Celebrate the holiday season with us here at Upper Shirley Vineyards for our annual Santa Brunches!

Celebrate the holiday season with us here at Upper Shirley Vineyards for our annual Santa Brunches!

Celebrate the holiday season with us here at Upper Shirley Vineyards for our annual Santa Brunches!

Celebrate the holiday season with us here at Upper Shirley Vineyards for our annual Santa Brunches!

We are now sold out for our 2024 Take & Bake dinners.

Take an elevated route to Thanksgiving dinner this year with our deluxe version that can serve groups of all sizes. Featuring a premium fresh turkey, and an extensive range of pre-prepared luxury side dishes handmade using the finest ingredients. It’s a no-fuss option that avoids hours of prep in the kitchen. Pop the side dishes in the oven for a straightforward route to a fabulous feast.

Come and join us for an unforgettable evening of live music at Upper Shirley Vineyards! Covering Motown, Disco, R&B, Pop, Rock, Contemporary, Swing, and Jazz, Trademark plays something for everyone to enjoy and will keep guests of all ages on the dance floor from the first song to the last.

Get ready to travel back to the raddest decade of all time! Join us for an epic night of 80's nostalgia at Upper Shirley Vineyards. The Deloreans, the ultimate 80s tribute band, will transport you to a time when big hair, neon colors, and awesome music ruled the world.

Welcome to Friday Nights at Upper Shirley! Planning your next date night or girls’ night out? Look no further than our special Prix-Fixe Friday dinners! Reserve your spot now for an unforgettable evening of food and wine.

Please not: this event has been canceled.

Calling car enthusiasts and historians! On June 22nd, The Williamsburg British Car Club will be doing a drive out to Upper Shirley, giving vineyard guests the chance to get up close and personal with these classic and historic vehicles.

Treat your dad to a delicious meal in a beautiful vineyard setting. Come feast on Cajun Butter Snow, Crab Legs, Grilled Top Sirloin, Grilled BBQ Chicken, Three Cheese Mac n’ Cheese, Whiskey Caramel Pecan Blondies, Old Fashioneds, and more!

Welcome to Friday Nights at Upper Shirley! Planning your next date night or girls’ night out? Look no further than our special Prix-Fixe Friday dinners! Reserve your spot now for an unforgettable evening of food and wine.

Tickets are now on sale!

If you're a fan of Tom Petty and The Heartbreakers, then don't miss this upcoming concert by Full Moon Fever – a Richmond-based tribute band who have been playing music from the legendary rockers for 10 years! Whether you’re a casual listener or a hardcore fan of Tom Petty and The Heartbreakers, you won’t leave disappointed.

Welcome to Friday Nights at Upper Shirley! Planning your next date night or girls’ night out? Look no further than our special Prix-Fixe Friday dinners! Reserve your spot now for an unforgettable evening of food and wine.