12 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“

4.4 Superb112 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
3

Prato

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

Customers` Favorites

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

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

4.3 Superb332 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 Superb113 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

“Great place for hand rolls at a very reasonable price point. We came for lunch on Sat and were seated right away. Our favorites were the vegetarian daily special, king crab, and eel rolls. The balance of flavors was on point. I also like sitting at the bar. Service was friendly and efficient. I'll definitely be back.
Edit: Quality doesn't seem as good as before, and they no longer have our favorite vegetarian special roll.“

4.7 Superb76 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!!“

4.5 Superb86 Reviews
Foxtail’s Farmhouse Coffee Shops • $
1282 N Orange Ave, Winter Park

Customers` Favorites

Chicken Sandwich

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

4.5 Superb20 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
Kids chz Quesadilla
Chorizo Potato Egg
Tacos De Camarones
Tacos De Barbacoa
Tres Leches Cake

“Went to celebrate my daughter's bday and it was great. Food was delicious and the service was great. She had been before so recommended it; it was my first time. The ginger margarita was wonderful and you can never go wrong with the queso fundido.“

4.4 Superb279 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 Superb474 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!“

4.3 Superb94 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

“My husband and I popped in for dinner after he arrived home from a family event. We wanted a date night after being away from one another for several days/nights. It was our first time. I sent him the menu as he boarded his plane and he was looking forward to a “new spot”. It did not disappoint. We were attended to from the time we sat down until after we tabbed out. We tried several dishes to get an idea of their style of cooking. The prosciutto melted in our mouths.. the ricotta was extremely creamy and bread from Breadsmith? DELISH. The Italian wedding soup was delicious, the pig n’ fig pizza was excellent (kudos on the dough and crust!), the spicy vodka rigate was on point! Not too spicy.. just that perfect amount of crushed red pepper in the sauce. The wine list was an extensive and our servers (we love to sit at the bar) was top notch! (Forgive me because I’m bad with names but I believe they were Alyssa and Jackie?) it is now on our list of must return spots. They were jamming for a Wednesday night. We initially sat at the rail bar but a couple waved in our direction to let us know they were leaving in a few minutes. If you’re looking for a quiet, romantic spot, it’s not quiet but it doesn’t echo, either. The details are beautiful, the artwork is pleasant to the eye and it was a perfect romantic date night spot for us. One of the better Italian spots in the area. Kudos and thank you for a great evening! Oh. P.S. the 12 month prosciutto with ricotta “primi” is definitely enough to share with 4 people. lol. So good!“

4.1 Good469 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 Good299 Reviews