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Dining Downtown Winter Garden

From brunch dates and coffee runs to craft cocktails and unforgettable dinners, Downtown Winter Garden serves up something for every craving.

Explore locally owned restaurants, cozy cafés, award-winning dining, breweries, sweet treats, and hidden gems—all within walking distance of Historic Downtown Winter Garden.

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Six weeks. Three courses. Two exceptional prices. Savor the flavors during our 21st magical year, Aug. 14 – Sept. 30, 2026.

Favorites of
We Are Winter Garden

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Coffee & Brunch

Coffee and Brunch
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Foxtail Plant St.
Winter Garden
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Axum Coffee
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Way Chocolate & Coffee
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Rosalie Winter Garden
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Piccolo
Coffee Co.
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Deeply Coffee
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Chef's Table
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Winter Garden

The Winter Garden App connects you to all the events, deals, businesses and magic of Winter Garden.

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Casual Favorites

Casual Faves
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Burgerfi
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The Attic Door
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The Hangry Bison
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Harlow Grove
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Urban on Plant Kitchen & Bar
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Sizzlin' Greens
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Bruno’s Oysters
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Ceviche Mix
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Mac’d Out
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BENTO Sushi + Poke
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Morthan Cheese
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This Little Piggy
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Michael’s Ali Coal Fired Pizza
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Press’d
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JAM Hot Chicken
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AJ's Pizza Joint
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The Whole Enchilada
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The Deli Downtown
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Pammie's Sammies
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Winter Garden Restaurant
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Harrell's Hot Dogs
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Winter Garden

The Winter Garden App connects you to all the events, deals, businesses and magic of Winter Garden.

Date Night & Fine Dining

Date Night and Fine Dining
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Chef's Table
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The Attic
Door
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Market To Table
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Harlow Grove
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Soulshi Lounge
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Norigami
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Urban on Plant Kitchen & Bar
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Matthew's Steakhouse
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Bruno’s Oysters
Drinks and Nightlife
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Drinks & Nightlife

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The Attic Door
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Crooked Can
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Pilars Loft
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Urban on Plant Kitchen & Bar
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Tony's Liquors and Bar
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Bruno’s Oysters
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The Tasting Room
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Harlow Grove
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The Hangry Bison
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Winter Garden

The Winter Garden App connects you to all the events, deals, businesses and magic of Winter Garden.

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International Flavors

International Flavors
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Thai Blossom
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Soulshi Lounge
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Norigami
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Empanada & Co
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Bento Sushi and Poke
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The Whole Enchilada
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Ceviche Mix
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China Panda
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Rosallie Le French Cafe
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Winter Garden

The Winter Garden App connects you to all the events, deals, businesses and magic of Winter Garden.

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Desserts

Desserts
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Flour, Eggs and Yeast
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Kelly's Ice Cream
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Way Chocolate and Coffee
Sweetland Bakery and Tea House
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Southern Home Bakery
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Gingers Baking Co
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Sir Benji's Donuts
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Paleteria Handcrafted Popsicles
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Harrell's Hot Dogs
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Winter Garden

The Winter Garden App connects you to all the events, deals, businesses and magic of Winter Garden.

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