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Wineries & Breweries in Maitland, FL

2 locations in and around Maitland, 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.

Maitland has about 19,776 residents, which works out to 10 wineries & breweries per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

Wineries & Breweries in Maitland

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

  1. Brewlando Maitland

    160 Independence Ln, Maitland, FL 32751-5603

    Food served
  2. The Silly Grape

    1720 Fennell St Ste 5, Maitland, FL 32751

2locations
10per 100,000 residents
2with a phone
1with a website

Of the 2 wineries & breweries listed in Maitland, 2 give a phone number and 1 has a website. The nearest bigger selection is Altamonte Springs with 5.

Maitland 2 locations

More locations within 30 miles of Maitland

Only 2 locations listed in Maitland itself, so here are the closest ones in nearby towns. Distance is straight-line from Maitland.

  1. Sixty Vines

    2.3 mi · 110 S Orlando Ave, Winter Park, FL 32789

    Food served
  2. Quantum Leap Winery

    2.4 mi · 4404 Edgewater Dr, Orlando, FL 32804-1216

    Thu-Sat 3-10pm, Sun 1-6pm

    TastingsFood servedPrivate events
  3. WINESTYLES

    2.5 mi · 229 E Altamonte Dr Ste 1120, Altamonte Springs, FL 32701

  4. Deadly Sins Brewing

    2.6 mi · 750 Jackson Ave, Winter Park, FL 32789

  5. Safeway

    2.6 mi · 503 E Altamonte Dr, Altamonte Springs, FL 32701

  6. The Wine Barn

    2.6 mi · 959 W Fairbanks Ave, Winter Park, FL 32789-4716

  7. Living Vitalitea Brewery

    2.6 mi · 6270 Edgewater Dr Ste 4600, Orlando, FL 32810-4700

  8. Wine On The Way

    2.7 mi · 805 S Orlando Ave Ste A, Winter Park, FL 32789-4869

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