Eat & Drink

May 2026

May 02 2026

Kentucky Derby Party

Lost Barrel Brewing

May 02 2026

Live Music Series with David Davol

Cana Vineyards & Winery

May 05 2026

Cinco de Mayo

Middleburg Community Center

May 08 - 09 2026

Hill School Spring Weekend & Centennial Gala

May 08 2026

Free Concert Series: Green Leaf Society

Middleburg Community Center

May 09 2026

Art in the Burg

May 09 2026

Sandwich Sale at Middleburg United Methodist Church

Middleburg United Methodist Church

May 09 2026

Live Music Series with Dennis Wayland

Cana Vineyards & Winery

May 10 2026

Mother’s Day Supper

Red Fox Inn & Tavern

May 10 2026

Mother’s Day Brunch

Boxwood Estate Winery

May 10 2026

Mini & Me Mother’s Day Market

Lost Barrel Brewing

May 10 2026

Mother’s Day Brunch

Boxwood Estate Winery

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