Live Music, Food Truck & Wine Club Day at Fifty-Third Winery
Program Details & Spotlights
Experience an ideal afternoon of wine and relaxation during the Wine Club Appreciation Day at Fifty-Third Winery. Sip award-winning Virginia varietals while enjoying a live acoustic performance from Richmond-based singer-songwriter Nate Oyler on the pavilion deck. Pair your tastings with sweet and savory breakfast-for-lunch creations from the featured food truck, Willie's Waffles.
For Lake Anna locals and weekend visitors looking to trade the wake for the vineyard waves, Fifty-Third Winery and Vineyard offers the ultimate countryside escape. Tucked away in the scenic, rolling hills of Louisa County—just a short, beautiful drive south of the lake—this event is the perfect excuse to gather your crew, soak in the sunshine, and experience the warm hospitality that defines our region's wine country. Whether you are a longtime Wine Club member or a first-time visitor, the winery's inviting, eco-friendly pavilion is the place to be this weekend.
The highlight of the afternoon is a live, acoustic performance by Richmond's own Nate Oyler. Performing on the spacious pavilion deck from 1:00 PM to 4:00 PM, Oyler brings a soulful, laid-back sound that pairs beautifully with a crisp glass of Virginia Viognier or a bold Cabernet Franc. The pavilion offers sweeping views of the lush vines, making it incredibly easy to lose track of time as you sip, relax, and let the acoustic melodies drift over the landscape.
No vineyard day is complete without excellent food, and this event delivers a delicious twist. Willie's Waffles food truck will be parked on-site, serving up mouthwatering, artisanal breakfast-for-lunch creations. Expect a menu featuring both sweet and savory waffle masterpieces that surprisingly complement Fifty-Third's diverse wine portfolio. From decadent, syrup-drenched treats to savory, protein-packed waffle pairings, there is a flavor profile waiting to elevate your tasting experience.
Fifty-Third Winery is celebrated not just for its award-winning pours, but also for its commitment to sustainability. As one of the first LEED-certified wineries in Virginia, the tasting room itself is an architectural gem. This Wine Club Appreciation Day is a celebration of community, great taste, and local talent. It is the perfect opportunity to stock up on your favorite bottles, enjoy the crisp country air, and experience why the local wine scene is an essential part of the Lake Anna lifestyle.
Why You Should Attend
- Award-Winning Varietals: Taste estate-grown Virginia wines, from refreshing whites to complex, oak-aged reds, crafted right here in Louisa County.
- Live Local Music: Enjoy the acoustic talents of singer-songwriter Nate Oyler, providing the perfect soundtrack to a relaxing afternoon.
- Gourmet Food Truck: Indulge in Willie's Waffles' unique sweet and savory breakfast-for-lunch options, cooked fresh on-site.
- Stunning Vineyard Views: Take in the beauty of the rolling hills from the spacious pavilion deck or find a cozy spot on the grassy lawns.
Insider Tips
- Arrive Early for Seating: The winery opens at 11:00 AM, and the best seats on the covered pavilion deck fill up fast well before the music starts at 1:00 PM.
- Bring Lawn Chairs & Blankets: If the deck is packed, the estate has plenty of beautiful grassy areas. Bring your own comfortable seating to set up your own private oasis on the lawn.
- Ask About the Wine Club: If you love the wine, ask the staff about their Wine Club perks. It is highly popular among Lake Anna regulars who make frequent trips to the vineyard throughout the year.
- Do a Tasting Flight First: Before committing to a full glass or bottle, order a tasting flight to discover which varietal pairs best with your specific waffle order.
⚓ Local Visitor Navigation Tips & Parking
Admission for non-club members is $17, which includes a tasting flight, a food truck coupon, and access to the lawn and music. Car parking is plentiful on-site in the winery's grass pasture lot.