Live Music at Williamsburg Winery

Williamsburg Winery 5800 Wessex Hundred, Williamsburg, VA, United States

Featuring Sammy Lee, at the 1619 Wine Pavilion

Food Truck and Succulent Arraignment Workshop at Jolene Family Winery

Jolene Family Winery 2750 Pocahontas Trail, Quinton, VA, United States

1 Smokery Place Food Truck, noon-5 p.m. at Jolene Family Winery Rusted Rabbit “Punkulent” Succulent Arrangement Workshop, 12:30-2 p.m. Create a fall centerpiece. Reservations required.

Live Music at Williamsburg Winery

Williamsburg Winery 5800 Wessex Hundred, Williamsburg, VA, United States

Featuring Kyle Davis, 2-5 p.m. at 1619 Wine Pavilion

Live Music at Williamsburg Winery

Williamsburg Winery 5800 Wessex Hundred, Williamsburg, VA, United States

Featuring Junior Wilson, at 1619 Wine Pavilion

Food Trucks at Saudé Creek Vineyards

Saudé Creek Vineyards 16230 Cooks Mill Road, Lanexa, VA, United States

The Scottish Pig and the Get Cheesy LLC food trucks at Saudé Creek Vineyards, 4-9p.m.

Live Music at Upper Shirley Vineyards

Upper Shirley Vineyards 600 Shirley Plantation Rd., Charles City, VA, United States

Featuring Junior Wilson, noon-3 p.m.  

Lush Charcuterie Board Workshop at Jolene Family Winery

Jolene Family Winery 2750 Pocahontas Trail, Quinton, VA, United States

Lush Charcuterie Board Workshop at Jolene Family Winery, 11:30 a.m.-1:30 p.m. Create your own Halloween-themed charcuterie board with ingredients provided. Tix are $75.

$75

Live Music at Williamsburg Winery

Williamsburg Winery 5800 Wessex Hundred, Williamsburg, VA, United States

Featuring Lena Klett, 2-5 p.m. at 1619 Wine Pavilion

Live Music at Williamsburg Winery

Williamsburg Winery 5800 Wessex Hundred, Williamsburg, VA, United States

Featuring Clayton Perry, 4-7 p.m. at 1619 Wine Pavilion

Live Music at Williamsburg Winery

Williamsburg Winery 5800 Wessex Hundred, Williamsburg, VA, United States

Featuring Nathan Lienard, 2-5 p.m. at 1619 Wine Pavilion

Live Music at Williamsburg Winery

Williamsburg Winery 5800 Wessex Hundred, Williamsburg, VA, United States

Featuring , Jocelyn Oldham, 4-7 p.m. at 1619 Wine Pavilion

Santa Brunch at Upper Shirley Vineyards

Upper Shirley Vineyards 600 Shirley Plantation Rd., Charles City, VA, United States

Santa Brunch at Upper Shirley Vineyards, 11 a.m.-4 p.m.

Santa Brunch at Upper Shirley Vineyards

Upper Shirley Vineyards 600 Shirley Plantation Rd., Charles City, VA, United States

Santa Brunch at Upper Shirley Vineyards, 12:30-1:30 p.m.

Santa Brunch at Upper Shirley Vineyards

Upper Shirley Vineyards 600 Shirley Plantation Rd., Charles City, VA, United States

Santa Brunch at Upper Shirley Vineyards, 1-4 p.m.

Santa Brunch at Upper Shirley Vineyards

Upper Shirley Vineyards 600 Shirley Plantation Rd., Charles City, VA, United States

Santa Brunch at Upper Shirley Vineyards, 11 a.m.-5 p.m.