Field Day at Blenheim, Oysters on the Lawn & a Luau in the Vineyard
August arrives the way it should — slowly, and with something cold in hand. Blenheim spreads out for Field Day with Susie & The Pistols, Eastwood shucks Virginia oysters to live blues, and Hazy Mountain turns a Friday night into a five-course Hawaiian luau. Add pasta al fresco, a farmhouse tasting, and three straight days of live music across the hills — here's your guide to 53 events across 32 venues in Charlottesville wine country.
Featured This Weekend
Field Day: Susie & The Pistols
Blenheim Vineyards — Charlottesville · Sunday, August 2 · 3:00 – 5:00 PM
Field Day is Blenheim at its most unhurried: an easygoing afternoon of live music, vineyard views, and time well spent together. Susie & The Pistols play from 3 to 5 PM under the tent overlooking the vineyard, with the whole hillside spread out below. Bring the family, invite your friends, claim a patch of grass and settle in — this is the kind of Sunday that makes a case for August.
Sunday afternoon: Live music under the tent at 31 Blenheim Farm — family friendly, no rush, mountains included. Get event details →
Friday — July 31
Oysters, pasta al fresco & a luau under the stars
Virginia Oyster & Wine Celebration with Eli Cook — Eastwood Farm and Winery, Charlottesville · 5:00 PM – 8:00 PM
Virginia oysters, Virginia wine, and Charlottesville's own Eli Cook on guitar — it's hard to build a better Friday. Eastwood shucks its way through the evening on the lawn while Cook works his gritty blues-rock through a long summer sunset. Come early, stay for the last set. Get details →
Summer Culinary Series: Pours & Pasta — Southwest Mountains Vineyards, Keswick · 6:30 PM – 9:00 PM
An intimate al fresco dinner built around seasonal pasta — handmade, high-summer produce, each course poured against a Southwest Mountains wine. The tables go out under the sky in one of the prettiest new tasting rooms in the county. Reservations are a good idea. Get details →
Sunset Soirée: Little Walter & the Convictions — Chisholm Vineyards at Adventure Farm, Earlysville · 6:00 PM – 9:00 PM
Chisholm's Sunset Soirée puts Little Walter & the Convictions on the porch stage with Sweet Jane's Kitchen parked alongside — dinner, a bottle of estate wine, and three hours of music as the light goes down over the farm. Lawn chairs encouraged. Get details →
Hawaiian Luau Secret Supper — Hazy Mountain Vineyards & Brewery, Afton · 6:00 PM – 9:00 PM
Hazy Mountain takes its Secret Supper to the islands: Hawaiian shoyu poke, loco moco, island green salad, Polyface Farms roast kahlua pig, and coconut cascaron to finish — five courses, each with its own pairing. It's the most fun you'll have at a tasting-menu dinner all summer. Get details →
Saturday — August 1
All-day music, from the vineyard to the brewhouse
Live Music: Lama and the Hound — Starr Hill Brewery, Crozet · 5:00 PM – 7:00 PM
Lama and the Hound bring their warm, harmony-driven Americana to the Crozet taproom for an early-evening set — the right soundtrack for a pint on the patio before dinner. Free, family friendly, and just far enough out of town to feel like a trip. Get details →
Live Music: Matt Johnson — Keswick Vineyards, Keswick · 12:00 PM – 4:00 PM
Four hours of Matt Johnson on the Keswick lawn, from lunchtime straight through the warm part of the afternoon. Grab a bottle, find shade under the old trees, and let Saturday take its time. Get details →
Danny Kensey — Bald Top Brewing Co., Madison · 6:00 PM – 9:00 PM
Bald Top welcomes decorated country singer-songwriter Danny Kensey to the BT stage for the first time. He's opened for Rascal Flatts and Brad Paisley, and his edgy-but-traditional sound is built for a summer night on the lawn in Madison. Bring a blanket and stake out a spot early. Get details →
Sunday — August 2
Mountain blues, cheese boards & a farmhouse pour
Music in the Mountains with Hokie Joe — DuCard Vineyards, Etlan · 2:00 PM – 5:00 PM
Keep the weekend going at DuCard with Hokie Joe — blues, classic rock, old country, and originals from a guitarist who knows how to fill a mountain afternoon. The drive out to Etlan is half the pleasure; the view from the terrace is the other half. Get details →
Wine & Cheese Pairing Experience — Early Mountain Vineyards, Madison · 2:00 PM – 4:00 PM
A guided walk through the art of the pairing: Early Mountain's team lines up fine Virginia wines against expertly chosen cheeses and explains why each match works. Two hours, seated, in one of the state's handsomest tasting rooms — a genuinely useful education disguised as a very good Sunday. Get details →
Weekly Wine Tasting at Roslyn — Roslyn Farm & Vineyard, Charlottesville · 2:00 PM – 6:00 PM
Roslyn opens the farm every Sunday afternoon for a walk-through tasting at 100 Roslyn Heights Road — a handful of their best pours, staff who'll talk you through every blend, and a picturesque setting barely ten minutes from downtown. The easiest good decision of the weekend. Get details →
Browse all events at weekendr.info.