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Wineries & Breweries in Leesburg, FL

8 locations in and around Leesburg, Florida — call ahead or check hours before the drive — many small wineries and taprooms pour only Thursday through Sunday, and harvest season can change everything.

Leesburg has about 37,815 residents, which works out to 21 wineries & breweries per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

Wineries & Breweries in Leesburg

The most complete and owner-verified listings first — hours, phone, website, services. No pay-to-play.

  1. The Social Cellar

    605 W Magnolia St, Leesburg, FL 34748-5882

    Food served
  2. Great Chicago Fire Brewery and Tap Room

    311 W Magnolia St, Leesburg, FL 34748

  3. Hamrick Family Vineyards

    118 S 2nd St, Leesburg, FL 34748

  4. Two Old Hags Wine Shoppe

    410 W Main St, Leesburg, FL 34748

  5. Wolf Branch Brewing

    707 W Main St, Leesburg, FL 34748

  6. Bully Brewing Inc

    2204 Griffin Rd, Leesburg, FL 34748-3306

  7. Mammoth Oak Brewing Company

    1107 W North Blvd Ste 26, Leesburg, FL 34748-3948

  8. Sip Restaurant & Jazz

    707 W Main St, Leesburg, FL 34748

8locations
21per 100,000 residents
7with a phone
5with a website

Of the 8 wineries & breweries listed in Leesburg, 7 give a phone number and 5 have a website. The nearest bigger selection is Miami with 119.

Wineries & Breweries in Leesburg by feature

Leesburg 8 locations

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Good to know about wineries & breweries in Leesburg

How many wineries & breweries are there in Leesburg?

We list 8 wineries & breweries in Leesburg with addresses, and 7 of them with a phone number.

What's the surest way to check hours in Leesburg?

Call ahead — 7 of the 8 wineries & breweries here list a number. Hours at independent wineries & breweries shift with seasons and staffing, so a phone call beats any listing, including ours.

What to wear wine tasting?

Smart casual attire is recommended, such as dark clothing to avoid stain visibility and comfortable flat shoes for walking on gravel or lawns. Avoid heavy perfumes as they interfere with the subtle aromas during a tasting. You can browse 8 tasting venues in Leesburg, Florida, with 7 listed with direct contact details to confirm dress code policies.

What to wear on a wine tour?

Dress in comfortable layers and wear closed-toe flat shoes suitable for cellar floors and outdoor vineyard walking. Bring a light jacket or sweater, as wine cellars are kept cool year-round. Check out 8 wine tour providers in Leesburg, Florida, including 7 that offer phone assistance for tour planning.