8 Underrated Restaurants in Winter Garden That Everyone Should Try

8 Underrated Restaurants in Winter Garden That Everyone Should Try

  • Laura Diss
  • 08/31/23
Located just minutes away from the hustle and bustle of Downtown Orlando, Winter Garden is one of Florida's most vibrant and exciting residential communities. Winter Garden residents enjoy warm weather and well-maintained neighborhoods year-round, with easy access to Orlando's best attractions and inviting communal areas. Luxury Winter Garden homes line the streets, with pride of ownership evident in every manicured lawn and carefully chosen decor element.

Winter Garden is home to many fabulous restaurants. From seafood restaurants to craft pizza joints, there's something to suit every taste without driving into Downtown Orlando. These best restaurants in Winter Garden will surely please your palate and excite your senses.

1. Flamingo's Bar & Grille

13279 Hartzog Rd, Winter Garden, FL 34787

Located inside SpringHill Suites by Marriott Hotel, Flamingo's Bar & Grille is an underrated gem that isn't just for hotel guests. Flamingo's Bar & Grille serves classic American cuisine, such as burgers, French fries, quesadillas, and grilled chicken, perfect for fueling up after a long day of exploring the city. Indulge with some refreshing cocktails, all mixed by hand by the talented bartenders, and end your meal with a sweet treat for the perfect nightcap. The brownie with ice cream offers an indulgent way to wind down and reminisce about the adventures you've just had. Don't forget the extra chocolate sauce on top!

2. Cariera's Fresh Italian

1041 S. Dillard St, Winter Garden, Florida

A laid-back atmosphere and family-friendly vibes are the hallmarks of Cariera's Fresh Italian, an inviting eatery in the heart of Winter Garden. From flatbreads and wood-fired pizzas to pasta and focaccia sandwiches, Cariera's has a little bit of everything. The restaurant also offers take-home meals for groups or families who want to bring home some gourmet Italian food. If you have a special event or party on the schedule, consider hiring Cariera's for your catering. With unique catering options and friendly service, Cariera's promises to bring a taste of Italy to every occasion.

3. NYPD Pizza

16118 Marsh Rd, Winter Garden, FL 34787

Famous for New York-style pizza and flavorful cheeses, NYPD Pizza is Winter Garden's go-to for delicious, hearty pizza or homestyle pasta dishes. Indulge in chicken parmigiana, made with imported romano cheese, mozzarella cheese, marinara sauce, or the restaurant's signature "Bayside Bianca" white pizza, made with creamy ricotta cheese, mozzarella cheese blend, and hand-mixed garlic and Italian spices. Don't miss out on NYPD Pizza's selection of fun appetizers, including the Coney Island fries, a basket of hot French fries topped with bacon, cheese, and spicy jalapenos.

4. Perrotti's NY Deli

4046 Winter Garden Vineland Rd, Winter Garden, FL 34787

Before you head out for a busy day of adventuring on the beach, pack a picnic lunch with sandwiches or wraps from Perrotti's NY Deli. This charming deli imports all its bread and meat from New York, guaranteeing an authentic eating experience. Dive into a savory Reuben sandwich, or keep things light with a chicken wrap. If you're feeding a crowd or meeting a group of friends by the waterfront, order a sub platter from Perrotti's and bring it on the go. Make sure to pick up some of the deli's signature bagels, imbued with love and freshly made daily.

5. The Hangry Bison

250 West Plant St, Winter Garden, FL 34787

Pull up a chair at the Hangry Bison and discover one of the most unique and inviting restaurants in Winter Garden. Known for having the best burgers in the Orlando area, the Hangry Bison sources meat from local farmers and ranchers. They also purchase many of their fruit and vegetables from growers in the area. The restaurant offers a wide selection of craft beers and barrel-aged bourbons. If you want to spend a few hours surrounded by those who share your fondness for good meat, good libations, and good cheer, head to the Hangry Bison.

6. Miller's Ale House

12175 W Colonial Drive, Winter Garden, FL 34787

Miller's Ale House is a prime spot to unwind with family and friends over a hearty meal and delicious drinks. At this casual eatery, you'll enjoy comforting staples such as hand-breaded chicken tenders, grilled salmon, and chef salad. Everything is perfectly seasoned and made to order, while their signature margaritas offer six flavors for a rejuvenating cooldown. If you prefer craft beer, you'll enjoy the 35 varieties of available beer on tap, including craft, local, domestic, and imported.

7. The Whole Enchilada

129 W Plant St, Winter Garden, FL 34787

For fresh Tex-Mex food in Winter Garden, head to The Whole Enchilada, a vibrant restaurant with something for everyone. Founded in 2006, The Whole Enchilada is a locally-owned eatery with several locations around Florida. While the restaurant promises a "no frills" approach to Tex-Mex, you'll appreciate the dedication to handcrafted fare. Try the unique twist on traditional Mexican food with the cheeseburger chimichanga. It's a flour tortilla filled with pinto beans, seasoned ground beef, Mexican rice, grilled onions, and five cheeses, including the creamy house queso.

8. Way Chocolate & Coffee

50 West Plant St, Winter Garden, FL 34787

No exploration of restaurants in Winter Garden would be complete without a charming sweets shop. Way Chocolate & Coffee is where the locals enjoy treats and small bites such as dessert crepes, affogato, chocolate-dipped fruit, and homemade pastries. The selection of pastries and baked goods changes daily, so you're always guaranteed something new and delicious, while all coffee and espresso beverages are made to order.

You will adore the flaky croissants made with layers of buttery pastry dough in the French way. There's nothing better than sipping on an invigorating beverage and savoring a pastry while you bask in the bright Florida sunshine and watch the world go by.

Laura Q. Diss is an experienced Florida luxury Real Estate Agent

These best restaurants in Winter Garden showcase the various elements of the city, from the welcoming atmosphere to the vibrant attitude of the residents and visitors. If you're looking for homes for sale in Winter Garden, Florida, Laura Q. Diss can help. Laura simplifies finding and selling Winter Garden, FL, real estate with stress-free solutions that make buying or selling a home fun and enjoyable. With her expertise in Winter Garden land for sale, she has successfully bought and sold thousands of luxury properties in the greater Orlando area and its surroundings. Laura can assist if you are looking for a modern condo in the heart of downtown or a beach villa with all the amenities.

With Laura's expert guidance and intimate knowledge of Florida neighborhoods, you'll be a new home hero in no time. Contact Laura Q. Diss today to start your home search in Winter Garden!

*Header photo courtesy of Shutterstock



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