Your Weekend in Wine Country
May 29–31, 2026 · 92 Events · 62 Venues
Oysters on Friday, classic rock in the mountains on Saturday, and polo on the lawn Sunday morning — it’s a good one. Here’s your guide to the weekend across 62 venues.
Venue Spotlight: King Family Vineyards
Crozet, VA · Est. 1998 · kingfamilyvineyards.com
Tucked against the Blue Ridge in Crozet, King Family Vineyards has been one of the anchors of Charlottesville wine country for nearly three decades. Their Meritage and Cabernet Franc are standouts — but Sundays in polo season are what truly put this place on the map.
The 2026 polo season officially opens this Sunday, and it’s a special one: Memorial Day weekend’s match was rained out, making this the real opener. Expect a full match on the lawn, food trucks, blankets on the grass, and the Blue Ridge doing its thing in the background.
This Sunday: Polo Season Opening 2026 — free admission, food trucks on site, wine by the glass. Match starts at 11am. See full events calendar →
Friday
Oysters, wine, and a rock tribute
Virginia Oyster & Wine Celebration — Eastwood Farm and Winery · 5:00 PM
Celebrate the finest Virginia oysters paired with award-winning wines and live music at Eastwood Farm and Winery. A Friday evening worth planning around. Get details →
BOSTYX — The Ultimate Boston & Styx Tribute — Pro Re Nata Brewpub · 7:00 PM – 10:00 PM · Ticketed
Soaring harmonies, powerful anthems, and two legendary bands in one night. BOSTYX brings the best of Boston and Styx to Crozet. GA tickets $20 presale, $25 at the door. Get details →
Saturday
Classic rock in the mountains
Live Music — Rixeyville Revival — Keswick Vineyards · 12:00 PM – 4:00 PM
Come out and rock with the Rixeyville Revival Band — bringing the best hits from the classic rock era. Four hours of live music with Keswick wines. No cover. Get details →
Live Music: Honest Labor — Afton Mountain Vineyards · 4:00 PM – 7:00 PM
Head up the mountain for live music with Honest Labor as the sun starts its descent over the Blue Ridge. Tasting House open until 7:30pm. The kind of Saturday afternoon wine country was made for. Get details →
Sunday
Polo on the lawn
Polo Season Opening 2026 — King Family Vineyards · 11:00 AM – 5:30 PM · Free Admission
The 2026 polo season officially opens at King Family. Memorial Day’s match was rained out — this Sunday is the real opener. Full match on the lawn, food trucks on site, wine by the glass. Free admission. Get details →
Sunday Session — Robert Jospé Quartet — Chisholm Vineyards · 1:00 PM – 4:00 PM
A jazz session on the lawn with the Robert Jospé Quartet — the perfect Sunday afternoon soundtrack to close out the weekend. Easy-going, great wine, mountain backdrop. Get details →
See all weekend events at weekendr.info.