Leesburg’s Original Wine Bar · Since 2007
Where Leesburg gathers for a good time.
Great wine, cold beer, live music and a bar full of familiar faces.
Come for the wine.
Stay for the people.
Two Old Hags is part wine bar, part bottle shop and part downtown living room. Tell us what you like—or tell us you have no idea—and we’ll help you find something worth pouring.
Looking for wine bars near The Villages or a wine bar near Mount Dora? You’ll find us at 410 West Main Street in Historic Downtown Leesburg, welcoming neighbors from across Lake County for wine by the glass, bottles to go, live music and plenty of good company.
A Leesburg original
A little history. A lot of stories.
Two Old Hags opened on Main Street in 2007 and quickly became the town’s unofficial living room. In 2026, local owners Ryan McCabe and Layna Sasser took the reins to carry that legacy—and the mischief—forward.
Here’s to what comes next.
Come see us
Right in the heart of Downtown Leesburg.
410 West Main Street · Leesburg, Florida