13 Best Cocktail Bars in Winter Park

Browse menus, reviews and photos of Cocktail Bars in Winter Park.

Showing 13 of 13 restaurants

  • Prato 124 North Park Avenue, Winter Park Italian · $$

    1 Prato

    4.4 Superb 702 Reviews

    124 North Park Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Spinach & Sorana Bean Agnolotti Del Plin
    • Creamy Tiramisu with Chocolate Shavings
    • Mustard Spaghettini Cacio E Pepe
    • Pretzel-Crusted Calamari

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

  • The Courtesy 1288 North Orange Avenue, Winter Park Cocktail Bar · $$

    2 The Courtesy

    4.4 Superb 294 Reviews

    1288 North Orange Avenue, Winter Park

    • Delivery

    Customers’ favorites

    • Fries & Simple Man Smash
    • Hot Chicken Sandwich
    • Onion Smash Burger
    • Crispy Pork Belly

    “Great experience & even better drinks”

  • Forward Slash Distillery & Blending House 650 South Capen Avenue, Winter Park Distilleries · $$

    3 Forward Slash Distillery & Blending House

    5.0 Superb 159 Reviews

    650 South Capen Avenue, 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.”

  • Anejo Cocina Winter Park 1035 North Orlando Avenue Suite 101, Winter Park Mexican · $$

    4 Anejo Cocina Winter Park

    4.7 Superb 875 Reviews

    1035 North Orlando Avenue Suite 101, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Anejo Arrachera with Tostones
    • Shredded Chicken Chimichanga
    • Chicken & Steak Fajitas
    • Anejo Chipotle Chicken

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

  • Taco's Lab 1881 West Fairbanks Avenue, Winter Park Tacos · $

    5 Taco's Lab

    4.9 Superb 135 Reviews

    1881 West Fairbanks Avenue, Winter Park

    • Delivery

    “Service was amazing and very informative with answering questions and descriptions. The food was absolutely delicious and full of flavor. Absolutely going back there! Must place to go! Pollo Alquimia & Green Lab Specimen 💕 Salasa definitely amazing! They also have Happy Hour know their tacos between 2-5.”

  • mosonori - Winter Park - Japanese handroll sushi bar 1100 South Orlando Avenue Ste A, Winter Park Sushi

    6 mosonori - Winter Park - Japanese handroll sushi bar

    4.6 Superb 116 Reviews

    1100 South Orlando Avenue Ste A, Winter Park

    • Delivery

    Customers’ favorites

    • Hamachi Tasting
    • King Crab Roll
    • Lobster Roll
    • Bay Scallops

    “This is a top-tier sushi spot though they only specialize in hand rolls. As a millennial, I'm truly not a fan of the bar stool seating - there are no booths which doesn't make it accessible to those with a handicap. The fish was top tier; however, I wasn't a huge fan of the selection of rolls. I went here on a date, and it wasn't as intimate as I'd hope for it to be, as the seating is open and your conversation could be easily overheard. The server and chef were very friendly; the minimalist look was pleasing - overall 3.5 stars - I've rounded it to 4.”

  • The Chapman 500 South Park Avenue, Winter Park American · $$$

    7 The Chapman

    4.6 Superb 218 Reviews

    500 South Park Avenue, Winter Park

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

  • Superica Winter Park 415 South Orlando Avenue Ste 211, Winter Park Cocktail Bar · $$

    8 Superica Winter Park

    4.5 Superb 397 Reviews

    415 South Orlando Avenue Ste 211, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Blackened Catfish and Bacon Wrapped Shrimp Side of Grilled Chicken
    • Chicken Quesadilla Fajita
    • Queso Fundido Con Chorizo
    • Chicken Enchiladas Verde

    “Update: went again yesterday and had Peyton - also amazing! Was very friendly and made sure the items we chose were don't amazing by the chefs! Just a wonderful experience again! You have to ask for Steve! He literally made our entire evening so much better and provides top level service... Very attentive and friendly. The food is amazing as well. Highly recommend!”

  • Foxtail’s Farmhouse 1282 North Orange Avenue, Winter Park Coffee Shops · $

    9 Foxtail’s Farmhouse

    4.5 Superb 53 Reviews

    1282 North Orange Avenue, Winter Park

    • Take-Out
    • Delivery
    • Drive-Through

    Customers’ favorites

    • Chicken Sandwich

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

  • Black Coffee Cafe Negro Bistro 761 North Orange Avenue, Winter Park Brunch · $$

    10 Black Coffee Cafe Negro Bistro

    4.4 Superb 152 Reviews

    761 North Orange Avenue, Winter Park

    Customers’ favorites

    • Sourdough Toast Cheese Ricotta Scrambled Eggs
    • Toast Multigrain or Rosemary Bread
    • Salmon & Pineapple Chimi
    • Black Coffee Smash Burger

    “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!!”

  • Reel Fish Coastal Kitchen and Bar 1234 North Orange Avenue, Winter Park Seafood · $$

    11 Reel Fish Coastal Kitchen and Bar

    4.4 Superb 675 Reviews

    1234 North Orange Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Florida Shrimp & Creamy Cheese Grits
    • Ale-Battered Fried Fish Sandwich
    • Fried Calamari Providence-Style
    • Cod Fish Platter Fried Shrimp

    “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.”

  • Bar Italia Winterpark 480 North Orlando Ave C-108, Winter Park Italian · $$

    12 Bar Italia Winterpark

    4.2 Good 604 Reviews

    480 North Orlando Ave C-108, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Grilled Branzino Via Carota Style
    • Bar Italia Carmelized Cheesecake
    • Country Bread w Whipped Ricotta
    • Garganelli Diavolo with Shrimp

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

  • BoVine Steakhouse 319 South Park Avenue, Winter Park Cocktail Bar · $$$

    13 BoVine Steakhouse

    3.8 Good 474 Reviews

    319 South Park Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Airline Chicken Breast
    • Classic Caesar Salad
    • Petite Filet Mignon
    • Scalloped Potatoes

    “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.”

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