Two Old Hags Wine Shoppe

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Two Old Hags Wine Shoppe Live Music every Wednesday and Friday from 5-8PM
Where Leesburg gathers for a good time!
410 W. Main Street Leesburg, FL 352-435-9107
(441)

10/30/2026

Join us this weekend at Two Old Hags for some real hometown Halloween fun. Friday night features the harvest festival on the square from 4:00 to 8:00 p.m. with live performances and plenty of games for the kids. On Saturday from 4:00 to 8:00 p.m. enjoy trick-or-treating in the streets of downtown Leesburg at your favorite local businesses. See you at Two Old Hags

We're closing out October with a little Halloween fun at Hags!Carol Ann kicks things off Wednesday for W**e Down Wednesd...
10/26/2026

We're closing out October with a little Halloween fun at Hags!

Carol Ann kicks things off Wednesday for W**e Down Wednesday, and Friday we're excited to welcome Generation Gap to the Hags patio for their debut performance from 5–8PM!

Then Saturday, we're celebrating Halloween! Join us for Downtown Leesburg Trick-or-Treat from 4–7PM, live entertainment with Nate Leslie from 5–8PM, and our Halloween Costume Contest at 8PM, with prizes for 1st, 2nd, and 3rd place!

Good w**e, great company, and a festive finish to October.

We'll see you at Hags in Historic Downtown Leesburg!

10/23/2026

What a beautiful weekend to celebrate LHS 100th Anniversary, see you at

10/22/2026

Welcome LHS Alumni for the 100th anniversary weekend! Stop by before the football game or Saturday and receive 10% of your check. Go Jackets!

Dave Fortkamp takes the patio at Hags this Saturday, October 24! 🎶🍷Enjoy rock, pop, soul, and country favorites from the...
10/20/2026

Dave Fortkamp takes the patio at Hags this Saturday, October 24! 🎶🍷

Enjoy rock, pop, soul, and country favorites from the ’70s through today. Dave builds his sound live, layering guitar, bass, percussion, and vocals—with no backing tracks.

Grab a glass, settle in on the patio, and enjoy an evening of familiar favorites.

📍 410 W. Main St., Historic Downtown Leesburg
Where Leesburg Gathers for a Good Time.

Two chances to catch Carol Ann and a Saturday of happy hour and live music—here’s your week at Hags! 🍷🎶 Wednesday: W**e ...
10/19/2026

Two chances to catch Carol Ann and a Saturday of happy hour and live music—here’s your week at Hags! 🍷

🎶 Wednesday: W**e Down Wednesday with Carol Ann · 5–8 PM
🍷 Thursday: Hometown Heroes Night · 50% off w**e by the glass for eligible hometown heroes, 4–8 PM
🎶 Friday: Friday @ Hags with Carol Ann · 5–8 PM
🎸 Saturday: Happy Hour from 12–6 PM—buy one glass, get your second half-off—and Dave Fortkamp live on the patio with acoustic rock, pop, soul, and country favorites.

Bring a friend, grab a glass, and join us in Historic Downtown Leesburg.

📍 410 W. Main St.
Where Leesburg Gathers for a Good Time.

Pour into Your Community!This holiday season, we’re inviting our Hags community to give a little and help a lot. Bring a...
10/19/2026

Pour into Your Community!

This holiday season, we’re inviting our Hags community to give a little and help a lot. Bring a food or toy donation to Two Old Hags and enjoy 10% off your check as our thank-you!

Feed Our City | Now through November 8
Help The Rock Nondenominational Church provide Thanksgiving meals to hundreds of families. Requested items include canned corn, green beans, boxed stuffing, boxed mashed potatoes, gravy packets, and boxed brownie mix.

Toys for Tots | Now through December
Drop off a new, unopened toy at Hags and help bring a little holiday joy to a child in our community. A special thank-you to the Leesburg Boat Club for including Hags as a collection location.

Whether you’re stopping in for a glass or gathering with friends, bring a donation along. Together, we can make the season a little brighter.

Find us at 410 W. Main St., Leesburg.
Questions? Call (352) 435-9107.

Receive 10% off your check with a qualifying food or toy donation. Excludes retail purchases.

10/18/2026

🍷🍂 Good friends, good w**e, and a little football… now that’s our kind of fall day! 🏈

A big thank-you to the PEO & BIL Organizations for choosing Two Old Hags W**e Shoppe for their tailgate party. We had a grand time hosting you and can’t wait to do it again!

Have a group to gather, a reason to celebrate, or just need a good glass of w**e and some good company? Come on in and see us at Two Old Hags. There’s always room for a few more friends around here! ❤️🍷

We couldn't let too much time pass without sharing a feel-good Hags moment. Last week at Two Old Hags, we got to celebra...
10/15/2026

We couldn't let too much time pass without sharing a feel-good Hags moment. Last week at Two Old Hags, we got to celebrate something worth raising a glass to — Everett ringing the bell and completing his chemo & radiation treatments! ❤️

We couldn’t be more proud to celebrate this milestone with him, surrounded by friends who have become family, good w**e, and a whole lot of Hags love. And then something pretty special happened…

That evening, another cancer survivor left her mark on our wall — literally. A signature. A story. A reminder that every person who walks through our doors carries a story worth celebrating.

And just like that, a new Hags tradition was born. At Two Old Hags, we celebrate the fighters, the survivors, the supporters, and the people standing beside them. Because in this Hags community, no one fights alone.

So if you’ve battled cancer, rang the bell, supported someone through it, or simply want to celebrate someone who has — come ring the bell at Hags. 🔔🍷

We’ll raise a glass with you. We’ll celebrate with you. And we’ll make room on the wall for your story. Two Old Hags & new traditions.

Congratulations, Everett. We’re so damn proud of you. 🥂🔔

Historic Downtown Leesburg is the place to be this Halloween! 🎃With festivities happening throughout downtown, make Hags...
10/14/2026

Historic Downtown Leesburg is the place to be this Halloween! 🎃

With festivities happening throughout downtown, make Hags part of your evening. Join us October 31 from 4–9 PM for family-friendly Halloween fun:

🍬 Trick-or-treating · 4–7 PM
🎶 DJ Nate Leslie · 5–8 PM
👻 Costume contest (Adults & Kids) · 8 PM, with prizes for 1st, 2nd, and 3rd place!

Come in costume, bring the family, and enjoy Halloween around Historic Downtown Leesburg. We’ll see you at Hags!

📍 Two Old Hags · 410 W. Main St.
Where Leesburg Gathers for a Good Time.

Address

410 W Main Street
Leesburg, FL
34748

Opening Hours

Monday 11am - 9pm
Tuesday 11am - 9pm
Wednesday 11am - 9pm
Thursday 11am - 9pm
Friday 11am - 9pm
Saturday 1pm - 9pm

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