28 Best Cocktail Bars near Winter Park

1

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 Superb300 Reviews
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
Enchiladas Rancheras
Arroz Con Camarones
Mexican Street Corn
Anejo Naked Ceviche

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

4.8 Superb728 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
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
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
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

“Came for our Anniversary and had outstanding service! The food was fantastic, the drinks were amazing. Wife said it was the best margarita she has had. I ordered the Fajitas and they were cooked to perfection. They went the extra mile for our anniversary and we will definitely be coming back for future.“

4.4 Superb274 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 Good465 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 Good303 Reviews
Thrive Cocktail Lounge & Eatery Cocktail Bar • $$
13 S Orange Ave, Orlando - 4.68 miles

Customers` Favorites

Mochi Wangz Korean Buffalo
Mochi Wangz and Sprouts
Chicken and Waffles
Takes Two to Mango
Milk of the Tiger
Truffle Bag Boys
Brussels Sprouts
Sea Monster Roll
Shrimp and Grits
Chickie Waffles

“Came on a Tuesday before a Broadway Across America show and made it in time for happy hour! Great food and drink specials for happy hour! We ordered three dishes to share, each was more delicious than the last! The wangz were good but a tad sweet for my taste. The Brussels were fantastic, I think my favorite item we got. The sliders were delicious, well cooked and seasoned. The service was great, very attentive. Our server, Brendan, made great recommendations! The vibe was vibing too! We will definitely be back soon to try more of the menu!“

4.7 Superb585 Reviews
Otto’s High Dive Cocktail Bar • $$
2304 E Robinson St, Orlando - 3.83 miles

Customers` Favorites

Flan and Cinnamon Bread Pudding
Lechon Asado Egg Rice and Beans
Aire Libre and Bustelo Biafran
Oysters and Shrimp Cocktail
Squash and Burrata Salad
Orange Tres Leches Cake
Raw & Baked Oysters
Shrimp Avocado Toast
Guava Pastelito
Plantain Chips

“Stopped in for Magical Dining. Was a bit skeptical because of the reviews but so glad I went! Everything tasted great! The server was friendly and knowledgeable. A little more attentive would have been nice as we did have to flag our server down a few times. Would def recommend!“

4.4 Superb191 Reviews
The Drake Cocktail Bar • $$
361 N Rosalind Ave Suite 1, Orlando - 4.28 miles

Customers` Favorites

Pasture Prime American Wagyu Sliders
Fungi Jon Mushrooms Risotto
Fried Chicken Gluten Free
St Georges Bay Scallops
Zaatar Spiced Flatbread
A Pie with a Purpose
Prime Beef Meatballs
Goat Cheese Pan Basco
BBQ Short Rib Pizza
French Toast Brunch

“Gluten Free options are best in Orlando!“

4.5 Superb183 Reviews
The Neighbors Orlando Cocktail Bar • $
3201 Corrine Dr Suite 201, Orlando - 2.23 miles

Customers` Favorites

Milk District

“This is our favorite place for fun cocktails and local goodies 😃“

4.8 Superb116 Reviews
Mathers Social Gathering Cocktail Bar • $$$
3 Phoenix Building, 30 S Magnolia Ave, Orlando - 4.66 miles

Customers` Favorites

Basil & Pesto Flatbread Pizza
Hand-Cut Meat & Cheese Board
Pepperoni Flat Bread
The Mathers Platter
Strawberry Fields
Dirty Martini Dip
Social Potions
Toasted Almond
Tap Cocktails
Louis XIII

“I had my wedding afterparty here this past Monday. My guests loved the high ceilings, decor, overall aesthetic and the drinks. Hannah was extremely helpful and pleasant during the planning process. I’m so glad I added this 2nd venue to my wedding day because it allowed my guests to unwind and enjoy cocktails and mocktails while mixing and mingling.“

4.6 Superb225 Reviews
15

Bellhop

Bellhop Cocktail Bar • $
37 N Orange Ave, Orlando - 4.63 miles

Customers` Favorites

Gin Gin Mule
Lemon Drop

“From the moment we sat down, Connor was attentive, knowledgeable, and genuinely passionate about the craft. The cocktail menu was impressive, but Connor took it to another level, crafting a custom mocktail based on my preferences—perfectly balanced and beautifully presented.

Not only did Connor mix flawless drinks, but the hospitality was impeccable. Engaging without being intrusive, Connor made us feel like regulars on our first visit. If you’re looking for a bartender who elevates your night out from just another drink to an unforgettable experience, this is the place.“

4.5 Superb116 Reviews
Death In The Afternoon Cocktail Bar • $$
930 N Mills Ave, Orlando - 3.31 miles

Customers` Favorites

Honey Smoked Carrots
Scallop Special
Patatas Bravas
Chorizo Burger
Harvest Salad
French Pearl
Lemon Drop
Escargot
Gnocchi

“I went in for a a couple of drinks with a friend to celebrate my birthday. Had a Mezcal Mule and I highly recommend it. The vibes are great here and the staff is great as well. Very attentive and got our drinks out in a timely fashion. I will totally be coming back to try the food and some more drinks for sure.“

4.5 Superb93 Reviews
G's Lounge Cocktail Bar • $
1015 S US Hwy 17 92, Longwood - 6.35 miles

“GS Lounge is Awesome place. The staff is Awesome. The new owners are the best. The place feels like family. love yall ..“

4.9 Superb58 Reviews
Lil Indies Cocktail Bar • $
1036 N Mills Ave, Orlando - 3.18 miles

Customers` Favorites

The Wrong Week to Quit Coors with a Shot of Ol' Grandpappy
Donkey Punch Love You to Death
Panama by Van Halen
Hats Off to Larry
Office Politics
Hey Boo-Boo
Craft Beer

“Best Place to Hang . Great People Jen, Will , great music from Greg, awesome Live shows from Eugene and his 5 Pints of Truth( like Pascal awesome Guitarist, Kate Great Voice, ….), … great patronage Josh, Nigel, JayMob and so much more! 🤍🤍🤍🤍🤍“

4.7 Superb94 Reviews
Vida Cocina & Tequila Mexican • $$
275 W State Rd 436, Altamonte Springs - 5.47 miles

Customers` Favorites

Chips Guacamole Corn Salsa Queso Dip
Shrimp Tempura Sushi Appetizer
Plantain and Shrimp Sushi Roll
Ceviche Vuelve A la Vida
Volcan de Dulce de Leche
Quesadillas Las Gringas
Carnitas Birria Nachos
Trio Appetizer Sampler
Volcán Dulce de Leche
Grilled Chicken Taco

“Good food and FUN vibe-ambiance. Santiago was our server and did a great job…as a server AND our photographer!“

4.9 Superb2496 Reviews
Pour Choice Taphouse Beer Bar • $
1225 N Mills Ave, Orlando - 3.03 miles

Customers` Favorites

Craft Beer

“Excellent concept! Great food trucks!“

4.6 Superb77 Reviews
Garibaldi (Apopka) Mexican Restaurant & Bar Mexican • $
2430 E Semoran Blvd, Apopka - 9.16 miles

Customers` Favorites

Chips and Salsa Dine in: Yes Outdoor seating: Yes Takeout: Yes Delivery: Yes Curbside pickup: Yes
House Margarita Guava Margarita Strawberry Margarita
One Enchilada One Taco & Rice
One Enchilada Rice & Beans
Sopapilla with Ice Cream
Chucken and Beef Fajitas
Nachos Garibaldi Shrimp
Free Chips and Salsa
Enchiladas Poblanas
Mexican Street Corn

“The Staff is Super Friendly,from the Greeters to the Kitchen, Especially the Manager and Waiters, Waitresses, Food is really Tasty and well presented. Over all, I can not say anything against this Restaurant. 💯, We go there every week.“

4.9 Superb1193 Reviews
The Woods Cocktail Bar • $$
49 N Orange Ave 2nd floor, Orlando - 4.61 miles

Customers` Favorites

Snowflake Whispers

“Good cocktails on happy hour“

4.4 Superb54 Reviews
Maxine's On Shine American • $$
337 Shine Ave, Orlando - 3.9 miles

Customers` Favorites

Crab Cakes and Fried Green Tomatoes
Warnin' in Da Mornin Bloody Mary
Chicken \u0026 Biscuit Bowl
Skillet Chicken Parmesan
Maxine's Seasonal Salad
Chicken & Biscuit Bowl
Chef's Seasonal Salad
Caramel Creme Brulee
Key West Crab Cakes
Chicken and Waffles

“We came from visiting Disney Springs, wanted a really yummy Bloody Mary. Googled this place, drive was 28 minutes. The restaurant is in the middle of a neighborhood which is unique. Parking is on the street. We were even lucky to get two seats at the bar. The host told us 1.5 hour wait, it was Sunday about 11:30am. Being from out of town, that would have really sucked if we didn't get to sit and eat. The Bloody Mary was delicious. The crab cakes were the best I've had in a long time. Not super greasy, light and a bit of a crunch inside with the crab meat. Maybe onion, not sure. Loved the smoked salmon and avocado pita bites. The fried green tomatoes were alright. I didn't like the kale salad. The Chicken and palmento cheese sandwich was disappointing....the chicken was over cooked like the bacon, but we just added extra cheese to help eat it. I would come here again just for the drinks, and try something else if we are in Orlando again. Both bar tenders were very friendly and helpful. I would make reservations if you plan on coming.“

4.7 Superb309 Reviews
Hanson's Shoe Repair Cocktail Bar • $$
27 E Pine St, Orlando - 4.69 miles

Customers` Favorites

Start a War and Twin City
Wild Turkey Longbranch
Orange Blossom Honey
Glenfiddich 12-Year
Select Bottled Beer
Cigar City Maduro
Monkey Shoulder
Lime Pineapple
Campari Daisy
Buffalo Trace

“Loved this place! You need a code to get in. Great drinks! I loved the vibe. Definitely going back!!!“

4.3 Superb126 Reviews
Reyes Mezcaleria Mexican • $$
821 N Orange Ave, Orlando - 3.91 miles

Customers` Favorites

Chips and Salsa and Guacamole
Tres Leches French Toast
Short Rib Huarache
Pulpo a La Plancha
New Chocolate Cake
Braised Short Rib
Cheese Quesadillas
Crispy Fish Tacos
Parillada Mixta
Parrillada Mixta

“Love! Best truly Mexican food in a long while!“

4.6 Superb300 Reviews
Oakridge Tap Room Cocktail Bar • $
5907 Dumont Ave, Orlando - 9.07 miles

“It's a fun cool spot to chill and have drinks. especially on Friday night with Disco in the city boy. he also is the number one DJ in the city“

4.2 Good51 Reviews
Pretty Please Cocktail Bar • $
1 S Orange Ave #101, Orlando - 4.76 miles

“This is my new favorite club to go to. The reggaeton night is on point from the last two times I have been there. From walking in, you can see everyone having an awesome time with each other, no drama, and the bar is always busy serving strong drinks 😉“

3.9 Good15 Reviews
Aashirwad Indian Food & Bar Indian • $$
7000 S Kirkman Rd, Orlando - 12.04 miles

Customers` Favorites

Tandoor Chicken and Goat Biryani
Masaledar Chicken Lollipop
Aashirwad Balti Chicken
Chicken Tikka Masala
Chicken Kolhapuri
Tandoori Chicken
Kaju Methi Malai
Chicken Biryani
Mango Ice Cream
Gobi Manchurian

“Very very good food“

4.8 Superb1007 Reviews