Two Old Hags Wine Shoppe

06/06/2026

Curb Alert! Hags got new chairs this week, so our previous set is available. Stop in the bar and chat with us about making them yours!

06/02/2026

New music. Great wine. The perfect way to kick off the weekend.

Join us Friday from 5–8 PM as Steve Brooker makes his Two Old Hags debut. Grab a glass (or bottle), enjoy our charcuterie and snacks, and settle in for an evening of live music, conversation, and all the things that make Hags "Where Leesburg Gathers for a Good Time"

See you Friday!

05/26/2026

This week at Two Old Hags:

We’re keeping the good times flowing in Downtown Leesburg with a full week of wine, live music, and great company.

🍷 Wednesday — Wine Down Wednesday with live music by Carol Ann
🍷 Friday @ Hags — another evening of live music, pours, and your favorite gathering spot downtown

Whether you’re stopping in for a glass, a snack, or just a night out with friends, we’ll see you at The Hags.

05/22/2026

Friday plans? We’ve got you covered. 🍷

Join us today at Two Old Hags Wine Shoppe from 12–10pm for wine, charcuterie, and live music on the patio by Carol Ann from 5–8pm.

Our charcuterie boxes are perfect for sharing and available while supplies last. Grab your favorite people, find a seat outside, and ease into the weekend with us.

05/21/2026

Two Old Hags will be closed on Monday, Memorial Day.

We’ll be open with normal hours Friday and Saturday, so come spend part of the holiday weekend with us before our crew takes Monday off to honor and remember those who made the ultimate sacrifice for our country.

We hope everyone has a safe Memorial Day weekend.

05/18/2026

Nominations are open for Lake & Sumter Style Magazine’s Best of the Best, and we need YOUR help to keep our spot on the ballot

If Two Old Hags is your place for wine, live music, familiar faces, and a good time in Downtown Leesburg, take a moment and nominate us today.

Nominations determine who makes it onto the official ballot, so this first step matters.

Nominate Two Old Hags for Best Wine Bar here:

2026 Best of the Best Nominations Here's your chance to recognize the people, places and businesses that make Lake and Sumter Counties the best place t ...

05/08/2026

Friday is back, and so are we. 🍷🍻

We’re open today from 12–10pm with live music by Patrick Tobin on the patio from 5–8pm.

Plus, Discover Leesburg will be happening in Towne Square, so it’s a perfect night to make your way downtown, grab a glass, and settle in for a good time.

See you at the Hags.

05/07/2026

Sorry folks! Hags is closed today while the building gets a little TLC.

We’ll reopen tomorrow and look forward to seeing you then!

05/06/2026

Wine Down Wednesday is here. 🍷

Join us tonight for live music by Carol Ann from 5–8pm, grab a glass, and settle in for a relaxed evening at Two Old Hags.

Good wine, live music, and a midweek reason to gather with friends downtown.

05/01/2026

Friday night plans? We’ve got you covered.

Join us at Two Old Hags tonight for live music by Kevin Nayme from 5–8 PM, beautiful weather, and the kind of easygoing evening Downtown Leesburg does best.

Grab a glass, bring a friend, and enjoy the start of the weekend with us.