13 Best Cocktail Bars in Winter Park

The Courtesy Cocktail Bar • $$
1288 N Orange Ave, Winter Park

Customers` Favorites

Fries & Simple Man Smash
Hot Chicken Sandwich
Onion Smash Burger
Crispy Pork Belly
Bar Swine Burger
Bar Swine Board
Cocktail Class
Cheese Platter
Burbon Shot
Naughty Shot

“Great experience & even better drinks“

4.3 Superb134 Reviews
2

Prato

Prato Italian • $$
124 N Park Ave, Winter Park

Customers` Favorites

Spinach & Sorana Bean Agnolotti Del Plin
Creamy Tiramisu with Chocolate Shavings
Mustard Spaghettini Cacio E Pepe
Pretzel-Crusted Calamari
Red Wine Marinated Olives
Sweet Potato Ravioli
Meatball Appetizer
Roasted Cauliflower
Margherita Pizza
Angus Beef Burger

“Love Prato! So much fun! Great food! ❤️🍷“

4.3 Superb349 Reviews
Anejo Cocina Winter Park Mexican • $$
1035 N Orlando Ave #101, Winter Park

Customers` Favorites

Anejo Arrachera with Tostones
Shredded Chicken Chimichanga
Chicken & Steak Fajitas
Anejo Chipotle Chicken
Anejo Fresh Guacamole
House Salsa and Chips
Fried Tortilla Chips
Enchiladas Rancheras
Mexican Street Corn
Arroz Con Camarones

“I recently ate here and the food was amazing and Paula was very kind and provided amazing service!“

4.8 Superb745 Reviews
Forward Slash Distillery & Blending House Distilleries • $
650 S Capen Ave, Winter Park

“I stumbled across this place by chance this weekend and am glad I did. I was craving an Old Fashioned all week long. I tried the original and then the Southern style. Great staff, Bartenders were fantastic and also had brief conversations with the other guests. I highly recommend going. I will be back and next time I’ll hopefully have some friends with me.“

5 Superb120 Reviews
Taco's Lab Tacos • $
1881 W Fairbanks Ave, Winter Park

“had an amazing experience at Tacos Lab! The food was absolutely excellent and the customer service was just as impressive. These were honestly the best tacos I’ve ever had both the soft and hard tacos were full of flavor and perfectly prepared.
The rice and refried beans were out of this world fresh, rich, and clearly made with care. Everything tasted authentic and delicious from start to finish.
Great food, great service, and a great overall vibe. I highly recommend this place to anyone looking for top-quality tacos. I’ll definitely be coming back“

4.9 Superb102 Reviews
mosonori - Winter Park - Japanese handroll sushi bar Sushi •
1100 S Orlando Ave Suite A, Winter Park

Customers` Favorites

Hamachi Tasting
King Crab Roll
Lobster Roll
Bay Scallops

“Nico is truly exceptional, and Mosonori is incredibly lucky to have him. He always recognizes returning guests, greets them with genuine warmth, and takes the time to ask how they’ve been. His consistency, kindness, and attention to detail make every visit feel personal and memorable.

On top of that, the hand rolls here are some of my absolute favorites — each one presented individually, perfectly fresh, and at the ideal moment. That level of care, paired with Nico’s hospitality, is a huge part of why I continue to return.“

4.6 Superb89 Reviews
Superica Winter Park Cocktail Bar • $$
415 S Orlando Ave Suite 211, Winter Park

Customers` Favorites

Blackened Catfish and Bacon Wrapped Shrimp Side of Grilled Chicken
Queso Fundido Con Chorizo
Chicken Quesadilla Fajita
Chicken Enchiladas Verde
Crispy Pork Belly Tacos
Shrimp Diablo Tacos
Kids chz Quesadilla
Chorizo Potato Egg
Tacos De Camarones
Tacos De Barbacoa

“Superica was absolutely amazing! From the moment we sat down, our server Eli was very thorough, attentive, and made sure we had everything we needed. The service was truly great and made the whole experience even better.

I ordered the chicken and steak fajitas and they were delicious, perfectly cooked, flavorful, and very filling. My friend had the chicken and pork belly fajitas and loved them as well. The food came out fast, hot, and fresh, which we really appreciated.

Overall, we had such a great experience and genuinely enjoyed everything. I will definitely be coming back!“

4.5 Superb328 Reviews
The Chapman American • $$$
500 S Park Ave, Winter Park

“Amazing experience...ask for Deric!! can not wait to return to this restaurant. It is so much more than a restaurant!“

4.5 Superb135 Reviews
Foxtail’s Farmhouse Coffee Shops • $
1282 N Orange Ave, Winter Park

Customers` Favorites

Chicken Sandwich

“Wonderful as always!!! One of my favorite places ☺️“

4.6 Superb18 Reviews
Black Coffee Cafe Negro Bistro Brunch • $$
761 N Orange Ave, Winter Park

Customers` Favorites

Sourdough Toast Cheese Ricotta Scrambled Eggs
Toast Multigrain or Rosemary Bread
Salmon \u0026 Pineapple Chimi
Black Coffee Smash Burger
White Veggie Omelette
Waffles or Pancakes
Eggs Benedict Muffin
Eggs \u0026 Waffle
Mimosas Lavander
French Fries

“We headed ourselves to Black Coffee Sunday morning to try out the new place in town. We’re brunch lovers so the bar is settled very high, let me tell you this place did not disappoint at all when all I can think of is “how to rate this place just 10/10” Starting off with the amazing service everyone there is willing to give, the owner he’s one of a kind and the fact that he was assisting the tables it is top notch! We had to order a few things from the menu since everything was so appealing. We did fresh juices (I do recommend the carrot orange 10/10) We did non-alcoholic lavander mimosas 100/10 For brunch we did Madame Croque Sandwich, Steak Omelette and Salmon Benedicts. Everything was mouthwatering, however the real showstopper was the grilled lettuce caesar salad. As a chef i’ve never tasted a salad so rare yet so flavorful before, so if you’re a salad person this is a MUST for you to try. 1000/10 wanted to take some home but that’s one of those plates to eat at the moment. Will definitely be repeating this place soon!!“

4.4 Superb107 Reviews
Reel Fish Coastal Kitchen and Bar Seafood • $$
1234 N Orange Ave, Winter Park

Customers` Favorites

Ale-Battered Fried Fish Sandwich
Fried Calamari Providence-Style
Cod Fish Platter Fried Shrimp
Pecan-Crusted Rainbow Trout
Fried Calamari Providence
Broiled Seafood Platter
Fried Chicken & Waffles
Homemade Key Lime Pie
Baja-Style Fish Tacos
Fried Green Tomatoes

“My daughter and I had an absolutely amazing time at this restaurant. The food is great,the ambiance is amazing and the service is everything you would want it to be. Cheyenne, our server met all of our needs and more, super personable and attentive.“

4.4 Superb483 Reviews
Bar Italia Winterpark Italian • $$
480 Orlando Ave C-108, Winter Park

Customers` Favorites

Bar Italia Carmelized Cheesecake
Country Bread w Whipped Ricotta
Garganelli Diavolo with Shrimp
Chef Andy's Bucatini Bolognese
Chex Aves Bucatini Bolognese
Classic Chicken Parmesan
Bar Italia Chopped Salad
Lemon Chicken Primavera
Crispy Chicken Limone
Spicy Vodka Rigatoni

“I ordered the spicy vodka pasta and it was delicious! My mom ordered the salad and that was also very good.“

4.1 Good484 Reviews
BoVine Steakhouse Cocktail Bar • $$$
319 S Park Ave, Winter Park

Customers` Favorites

Airline Chicken Breast
Classic Caesar Salad
Petite Filet Mignon
Scalloped Potatoes
Bovine Onion Soup
Shrimp Cocktail
Lobster Ravioli
Dry Aged Ribeye
Tomahawks Steak
Chocolate Cake

“The BoVine Steakhouse is one of my favorite things about Park Avenue. The food is delicious and comes out in a timely manner. The staff is friendly and accommodating. Everytime I walk in the doors I have a wonderful experience.“

3.7 Good304 Reviews