Couple Enjoying Coffee at a Downtown Winter Garden Cafe

Dining & Drinks

Diverse cuisine options to tantalize all taste buds awaits! Whether you are in the mood for French, Asian, Italian, Mexican, or American fare, all can be found at the one-of-a-kind casual and fine dining establishments. Dine and drink al fresco style to enjoy the local scenery amidst historic charm. A number of downtown restaurants and bars feature nightly live music. Downtown even boasts its own local brewery and taproom so sink your teeth into that!


Appetizers and Wine from The Attic Door

The Attic Door

Wine Bar & Tea Room

Coffee Cups from Axum Coffee

Axum Coffee

Coffeehouse & Roastery

Bento Sushi + Poke

Asian Kitchen & Sushi

Burger and a Shake from BurgerFi


American Fast Casual

Ceviche Mix

Ceviche & Fresh Guacamole

Flatbread and Beer from Chef's Table at the Edgewater & The Tasting Room

Chef’s Table at the Edgewater & The Tasting Room

Fine Dining

Chinese Meal at China Panda

China Panda

Quick Service

Exterior of Crooked Can Brewing Company

Crooked Can Brewing Company

Brewery & Taproom

David Ramirez Chocolates


Wrap Sandwich from The Deli Downtown

The Deli Downtown

Sandwich & Salad

Empanada & Co.

Quick Service Stand

Foxtail Coffee Co.

Coffeehouse & Roastery

The Hangry Bison

American Casual

Hotdogs from Harrell's Hot Dogs & Cold Cones

Harrell’s Hot Dogs + Cold Cones

Quick Service

Hunger Street Tacos

Mexican Grill Stand

Kelly’s Homemade Ice Cream

Ice Cream Shop

The Local Butcher & Market

Butcher shop

Mac’d Out

Speciality Mac&Cheese stand

Main House Market Kombucha Bar

Beverages & Desserts

Market To Table Chef Cooking with Fire

Market To Table

Fine Dining

Steak from Matthew's Steakhouse

Matthew’s Steakhouse

Fine Dining

Michael’s Ali Coal Fired Pizza Winter Garden


Interior of Moon Cricket Grille

MoonCricket Grille

American Fast Casual

Morthan Cheese

Cheese Stand

Bagels from N.Y. Bagel Deli and Diner

N.Y. Bagel Deli and Diner



Sushi and Hand Roll Bar


Snack Stand

Paleteria Original Handcrafted Popsicles

Popsicles Stand

Sandwich Selection from Pammie's Sammies

Pammie’s Sammies

American Fast Casual

Piccolo Coffee Co.

Coffeehouse & Roastery

Cocktail Selection from Pilars Martini

Pilars Martini

Bar & Lounge

Plant Street Exchange

The Exchange

Pizza from Michael's Ali Coal Fired Pizza at Plant Street Market

Plant Street Market

Artisan Eateries

Press’d Juice Bar & Kitchen

Juice shop

Frozen Treats at Rita's

Rita’s Italian Ice & Frozen Custard

Frozen Treats

Desserts from Rosallie Le French Cafe

Rosallie Le French Cafe

French Cafe

Ice Cream Cones from Scoops Old Fashioned Ice Cream Store

Scoops Old Fashioned Ice Cream Store

Ice Cream Parlor

Sir Benji's Donuts

Sir Benji’s Donuts

Donut shop

Cupcakes from Sweet Dee's Cupcakery and Custom Cakes

Sweet Dee’s Cupcakery and Custom Cakes


Thai Blossom Restaurant

Asian Cuisine

This Little Piggy


Three Birds Cafe - Interior Facing Out

Three Birds Cafe

Sandwich & Salad

Patrons Enjoying Beers at Tony's Liquors

Tony’s Liquor & Bar

Bar & Liquor Store

Menu Item from Urban Flats

Urban on Plant Kitchen & Bar

American Cuisine & Cocktails

Chocolate Covered Strawberries from Way Chocolate & Coffee

Way Chocolate & Coffee

Confectionery Treats & Beverages

Menu Items from The Whole Enchilada

The Whole Enchilada

Mexican Grill & Bar

Fresh Pizza from Winter Garden Pizza Company

Winter Garden Pizza Company

Pizza & Italian Cuisine

Menu Item from Winter Garden Restaurant

Winter Garden Restaurant



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