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Best Restaurants in Winter Garden

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Hop in the car because we’re heading to Historic Winter Garden! 

This picturesque downtown is located just west of Orlando and is such a hidden gem. Plant Street is lined with many adorable shops and, most importantly, restaurants. We’ve taste-tested, and now it’s time to share our picks for the best restaurants in Winter Garden. From tacos to fresh seafood to pizza to jambalaya, Winter Garden has everything!

Keep scrolling to see our favorite restaurants in Winter Garden! 

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Market to Table

Looking for something a little upscale? Make a reservation to dine at Market to Table.

This restaurant is perfect for your next special occasion, with a focus on locally sourced ingredients and adding a twist to American cuisine. For the adventurous foodies out there, try the bone marrow app—it’s absolutely delicious—and for your entree, get the yellowtail snapper. Their menu features an array of craft beers and cocktails to pair with your meal.

Monday | Closed
Tuesday | 5PM—9PM
Wednesday | 5PM—9PM
Thursday | 5PM—9PM
Friday | 5PM—9PM
Saturday | 11AM—2PM; 5PM—9PM
Sunday | 11AM—3PM

📍146 W. Plant St. Winter Garden, FL 34787

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Urban on Plant Kitchen and Bar

Savor classic American dishes with a twist at Urban on Plant. This restaurant focuses on inspired and creative versions of the foods you know and love utilizing only the freshest ingredients. The vibes are immaculate. This spot is great for families, brunch with the squad, catching a game, or sipping a post-work libation!

The menu rotates seasonally, but there are some standard faves that are always available, like our faves, the wild mushroom mac n cheese and the loaded potato dip! And for your main, we recommend the fig and prosciutto flatbread and the Korean bulgogi tacos. And since it’s springtime, we love the high tea cocktail that’s served in a beautiful teacup.

Monday | 11AM—9PM
Tuesday | 11AM—9PM
Wednesday | 11AM—9PM
Thursday | 11AM—10PM
Friday | 11AM—10PM
Saturday | 11AM—10PM
Sunday | 11AM—8PM

📍123 W. Plant St. Winter Garden, FL 34787

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Ceviche Mix

The best way to beat the Florida heat? Ceviche!

Duck inside the Plant Street Market to snack on some seriously fresh and vibrant ceviche. Ceviche is a South American dish of marinated raw fish or seafood! (Don’t worry, the citrus juice cooks the seafood!) The combo is the citrus juice, fresh seafood, and crunchy veggies, which makes this the perfect afternoon snack. Pair it with a delicious brew from Crooked Can Brewery and a breezy spot on the patio for the ultimate experience.

Monday | Closed
Tuesday | Closed
Wednesday | 11AM—8PM
Thursday | 11AM—8PM
Friday | 11AM—9PM
Saturday | 11AM—9PM
Sunday | 11AM—7PM

📍 426 W. Plant St. Winter Garden, FL 34787

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The Big Easy

Here you can laissez les bon temps rouler everyday! The Big Easy is your go-to for down-home Cajun cooking. Owners Morgan and Misti grew up in the heart of Louisiana and are more than happy to share their love and passion for Cajun-Creole cuisine with you! 

Enjoy cajun crab, bayou wings, alligator bites, and PO-boys, and don’t forget to check out their muffulettas, jambalaya, or sausage gumbo. It wouldn’t be New Orleans without their world-famous hurricane cocktails, streetcars, or french quarter margaritas. They also have a New Orleans-style brunch on the weekends that’s an absolute blast.

Monday | 11AM—9PM
Tuesday | 11AM—9PM
Wednesday | 11AM—9PM
Thursday | 11AM—9PM
Friday | 11AM—9PM
Saturday | 11AM—9PM
Sunday | 11AM—8PM

📍 15502 Stoneybrook W. Pkwy, Ste 118, Winter Garden, FL 34787

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Cariera's Fresh Italian

The best thing about Italian food is that it’s simultaneously special occasion food and comfort food Cariera’s is the perfect spot to celebrate a birthday or anniversary, catch up with friends, or treat yourself to a tasty pasta dinner.

With over 40 years of experience in the kitchen, it’s no wonder we’ve never had a bad meal here! Our go-to pasta has to be the Ala Vodka—we’re a sucker for good vodka sauce—and the eggplant parm tastes just like Sunday dinner at Nonna’s!

Monday | 11AM—9PM
Tuesday | 11AM—9PM
Wednesday | 11AM—9PM
Thursday | 11AM—9PM
Friday | 11AM—9PM
Saturday | 11AM—9PM
Sunday | 11AM—8PM

📍 1041 S. Dillard St. Winter Garden, FL 34787

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The Whole Enchilada

Let’s taco ’bout The Whole Enchilada. This isn’t your average Mexican joint. This menu highlights fresh Mexican food and tons of great vibes. Wash down your tacos with a marg as you take in the views from their rooftop bar!

If you’re up for a challenge, try your hand at The Ex-Wife Challenge. You have 45 minutes to complete a 6-pound burrito with your choice of protein, served enchilada (topped with red mole sauce, jack and cheddar cheese, sour cream, and fresh cilantro) with a side of tortilla chips. Beat the challenge for a free meal and a Whole Enchilada t-shirt!

Monday | 11AM—12AM
Tuesday | 11AM—12AM
Wednesday | 11AM—12AM
Thursday | 11AM—12AM
Friday | 11AM—1AM
Saturday | 11AM—1AM
Sunday | 11AM—12AM

📍 129 W. Plant St. Winter Garden, FL 34787

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MoonCricket Grille

When you’re ready to kick back with a pint and chow down on a juicy burger, head over to MoonCricket Grille! This hidden gem is the laid-back joint you didn’t know you needed in your life.

Here not only will you find the best burgers in Winter Garden, but you can sample their 99 craft beers! Take on the 99 beer challenge to sample them all. At MoonCricket, you’re family the moment you want in the door. You can’t beat the food and the vibes at this eclectic bar!

Monday | Closed
Tuesday | 11:30AM—8AM
Wednesday | 11:30AM—4PM
Thursday | 11:30AM—9PM
Friday | 11:30AM—9PM
Saturday | 11:30AM—9PM
Sunday | 11AM—4PM

📍 14 W. Plant St. Winter Garden, FL 34787

Restaurants In Winter Garden

Winter Garden Pizza Company

Grab a slice at this downtown pizza joint. This is the perfect spot for catching up with friends over a freshly tossed pie.

Kick off the meal with garlic knots and calamari before diving into your pie! Choose from 10″, 14″, 16″, or 18″ pies with a bunch of different toppings for every type of pizza lover—there’s even a Hawaiian pizza if that’s your thing! And if you aren’t in the mood for a slice, WG Pizza Company also has some tasty pasta dishes, and you can’t forget about a cannoli for dessert!

Monday | 11AM—9PM
Tuesday | 11AM—9PM
Wednesday | 11AM—9PM
Thursday | 11AM—9PM
Friday |  11AM—10PM
Saturday | 11AM—10PM
Sunday | 11AM—9PM

📍 42 W Plant St, Winter Garden, FL 34787

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Tacos and Tequila

Savor authentic Mexican food in a fun atmosphere? Count us in!

You can’t have tacos without a marg! Try one of their signature marg like the La Rosa with muddled strawberries or the El Apache with tamarind nectar. Snack on chiles rellenos, street tacos, enchiladas, and other classic Mexican faves. Make this you’re new go-to for Taco Tuesday or whenever you’re craving some comforting Mexican food.

Monday | 11AM—9PM
Tuesday | 11AM—9PM
Wednesday | 11AM—9PM
Thursday | 11AM—9PM
Friday |  11AM—10PM
Saturday | 11AM—10PM
Sunday | 11AM—8PM

📍 15493 Stoneybrook W Pkwy Suite 120, Winter Garden, FL 34787

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Pico Bistro

In the mood for Brazilian? Check out Pico Bistro!

Enjoy the flavors of Latin America through some tasty empanadas! Pico Bistro offers a bunch of different flavors that are traditional, American, and sweet. So you can do an entire meal of just empanadas! Try something traditional like the beef with green olives and eggs, something American like the bacon mac and cheese, and then end the meal with a guava and cheese empanada!

Monday | Closed
Tuesday | 12PM—4PM; 5PM—8:30PM
Wednesday | 12PM—4PM; 5PM—8:30PM
Thursday | 12PM—4PM; 5PM—8:30PM
Friday | 12PM—4PM; 5PM—9:30PM
Saturday | 12PM—4PM; 5PM—9:30PM
Sunday | Closed

📍 1201 Winter Garden Vineland Rd. Suite 2 Winter Garden, FL 34787

Bon appétit!

We love good restaurants, and we know you do too! Which ones of these restaurants in Winter Garden are you planning on dining at? 

Make sure to tag us @StuffToDoInOrlando in all your Winter Garden food pics! Stay up to date with all things Orlando by following us @StuffToDoInOrlando on InstagramFacebook and TikTok!

Anna Brescia

Anna Brescia

Anna is a blogger for UNATION and author of the Stuff to Do in Orlando City Guide. For more insight on the best events and things to do in the Orlando area, download the UNATION app and follow @StufftoDoinOrlando on Instagram and Facebook.

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