Bands, Boils & Blackjack
A full summer weekend across the valley — a lobster feast to kick off Virginia Wine Month, a black-tie casino night for charity, a Led Zeppelin tribute at Pro Re Nata, and tomato-season supper clubs among the vines. Here’s your guide to 40 events across 22 venues in Charlottesville wine country.
Featured This Weekend
Lobsterpalooza!
Eastwood Farm and Winery — Charlottesville · Saturday, July 11 · From 12:00 PM
Eastwood kicks off Virginia Wine Month with a full-on summer seafood celebration — fresh lobster paired with the winery’s award-winning Virginia bottlings. It’s the kind of once-a-summer feast worth building the whole weekend around, right on the east side of Charlottesville.
Saturday: Lobster & Virginia wine to launch Virginia Wine Month. Come hungry. Get event details →
Friday — July 10
Soul food, seafood specials, and a whole lotta Led Zeppelin
Ian Gilliam & The FireKings with Carrie’s Soul Food Truck — Glass House Winery, Free Union · 6:00 PM – 8:30 PM
Blues, rockabilly, honky tonk, and rock & roll inside the tropical conservatory at Glass House, with Carrie’s Soul Food Truck parked outside. Open to all, no cover — one of the most fun free Friday nights in the valley. Get details →
Castalia Casino Royal — Southwest Mountains Vineyards, Keswick · 7:00 PM – 10:00 PM
High Stakes at Castalia Farm — an evening of casino games, wine cocktails, music, and Vegas-inspired fun set on one of the oldest vineyard estates east of Charlottesville. Best of all, it’s a fundraiser: proceeds support the Ronald McDonald House of Charlottesville. Roll the dice for a good cause. Get details →
Zoso: The Ultimate Led Zeppelin Experience — Pro Re Nata Brewpub, Crozet · 7:00 PM
The most widely acclaimed Led Zeppelin tribute in the country brings the full Zeppelin catalog to Pro Re Nata’s music hall in Crozet. Big sound, big crowd — grab a pint and settle in for a proper rock show. Get details →
Friday Cheers with Rockfish Gap — Blue Mountain Brewery, Afton · 5:30 PM – 8:00 PM
Blue Mountain’s weekly Friday night tradition — live music from Rockfish Gap paired with fried seafood specials and mountain views from the Afton patio. Easygoing start to the weekend. Get details →
Saturday — July 11
Tomato suppers, courtyard music, and a Second Saturday groove
SummerSupperSomm: Tomato Wine Dinner — Early Mountain Vineyards, Madison · 6:00 PM – 9:00 PM · Ticketed
Peak-season tomatoes take the spotlight in a multi-course summer supper, each plate paired with Early Mountain’s estate wines. One of the region’s most beautiful tasting rooms sets the table — reserve ahead, these sell out. Reserve a seat →
Second Saturday Music with South Canal Street — DuCard Vineyards, Etlan · 6:00 PM – 9:00 PM
DuCard’s Second Saturday series brings South Canal Street to the mountainside — Beatles, Chicago, Motown, Eagles, and the golden hits of the ’50s through ’70s. Toe-tapping stuff at one of the prettiest little wineries in Madison County. Get details →
Live Music: Josh Davidson — Keswick Vineyards, Keswick · 12:00 PM – 4:00 PM
A Blue Ridge native with a wide-ranging songbook, Josh Davidson plays the open-air courtyard at Keswick Vineyards with a food truck on site. An easy, sunny Saturday afternoon with a glass of Keswick in hand. Get details →
Sunday — July 12
Jazz, Americana, and a little Sunday serenity
Live Music at Jefferson Vineyards: Matty & Mirabelle — Jefferson Vineyards, Charlottesville · 2:00 PM – 4:00 PM
Estate-grown wine and easy live music among the rolling hills at Jefferson Vineyards, just down the road from Monticello. Matty & Mirabelle set a mellow Sunday-afternoon tone on the historic property. Get details →
Tara Mills Band — Glass House Winery, Free Union · 2:00 PM – 5:00 PM
A super-cool Sunday Funday at Glass House with the Tara Mills Band — guitar, banjo, bass, and mandolin blending folk, bluegrass, and Americana into one original sound. Open to all, no cover. Get details →
Browse all events at weekendr.info.