50 Best Cocktail Bars near Winter Park

“I recently visited Prato in Winter Park and had a wonderful experience. The place has a modern yet cozy atmosphere, perfect for both a special night out and a casual dinner.

I tried a pasta dish that was absolutely delicious – perfectly cooked al dente with a well-balanced sauce full of flavor. You could really taste the freshness and quality in every bite.

I also had a pizza that stood out for its details. The wood-fired crust was thin and crisp, and the toppings were carefully chosen. Each bite had the perfect balance between traditional Italian flavors and creative twists, making it unique compared to a regular pizza.

The service was also quick and attentive, which made the whole experience even better.

Overall, Prato is definitely a place I recommend. The food is authentic and flavorful, the atmosphere is inviting, and both the pasta and pizza were outstanding. I’ll definitely be coming back to explore more of the menu.“

“Great experience & even better drinks“

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

“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.“

“We were hesitant when we learned the restaurant changed their menu. However, we were proved wrong immediately!! Love everything about this restaurant. The food, the flavors, the staff. You can't go wrong bringing friends and family here.“

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

“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.“

“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!“

“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.“

“My husband found this gem online and figured we’d enjoy it since we are fans of shareable and tapas style dishes. Brendan (sp?) was our server. He was kind and attentive. The food options were healthy, fun, and creative. I especially enjoyed the dumplings and my husband devoured his mochi Wangz. We also tried Mr. Rice Guy which didn’t quite give the oomph we were looking forward to. Drunken Belly was pretty decent (a few pieces were a tad too fatty to fully enjoy). We’d 100% go back for the atmosphere and aesthetics alone. Service was phenomenal and the vibes were super chill.“

“Great atmosphere on a Sunday, we came with our baby and they were very welcoming and pleasant. We ordered the Crab Salad, croquetas and Media Noche, absolutely delicious. Also their coffee is fantastic! Will definitely be coming back to try more food items!“

“Great food and atmosphere. Convenient location.“

“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.“

“I don't remember too much from this night. but I remember speaking with a co-owner, he was a great guy.

To the girl who returned my passport the following day, THANKYOU!!!! I would be stuck in Orlando losing other possessions without you!“

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

“This is a fantastic craft cocktail and tapas bar. 1000/10. The drinks were delightful (some of the best in the Orlando area), the tapas were delicious, the atmosphere was excellent, the service was amazing, AND the prices were extremely acceptable. I'll 1000% be back!“

“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! 🤍🤍🤍🤍🤍“

“Amazing dining experience! Every single member of the staff was attentive and beyond helpful. The food, as always was outstanding (try their $38 3 course tasting menu for a little bit of everything). HUGE shout out to Dylan at reception, I accidentally messed up my reservation and he went above and beyond to accommodate our party. 11 out of 10, Orlando staple.“

“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.“

“Go weekly for happy hour and love it!“

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

“Excellent concept! Great food trucks!“

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

“it's a great place but a honest review is it's probably your scene if you're 40 and up and love motley Crue era type Rock“

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

“Very very good food“

“Stiffys has been the best bear on Saturday nights. All bartenders are wonderful and take great care of their guests. I will always recommend them for their exceptional guest service and willingness to go above and beyond. From: Carlos D. Kissimmee, FL“

“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“

“I love this place! I go in for amazing food during the day and if I decide to go out at night it is the perfect spot to be. Different dj’s every night which allows people with different music taste to enjoy. Also, pizza till 1 am… Can’t complain“

“The food and service was amazing. I had the chimichanga was out of this world and our server Stephanie was outstanding.“

“Good cocktails on happy hour“

“Really cool place with so much food options with all their micro restaurants! Love it“

“The food was great. Definitely ShinJung quality. But our waitress, Hailey, was what made the experience everything it was. She was friendly and attentive. She went above and beyond to make sure we had a great first time here and had an excellent handle on the menu.“

“great service, good food and a great vibe!“

“Great local spot perfect for starting your night out! They offer relatively affordable drinks, and the bartenders are pretty cool. There's a pool table that you don't have to pay for, darts, and lots of comfortable places to sit. Outside is a chill vibe as well, with several seats and tables out front - I've been there 3 times, and it's never been super crowded. Parking can be a challenge at times, but there are lots nearby to park at. I recommend starting out here if you're bar hopping and then walking to the mills (about a 5 minute walk, and you'll pass several bars along the way)“

“Went for birthday dinner. Everything was phenomenal. I started with lobster bisque. Fam went with octopus and shrimp. 10/10. Entree were Shrimp Misto, Beef Wellington and kids got Shrimp Mac and Cheese. 10/10. Waitress offered dessert for birthday but we were about to bust. She was amazing also. Will be back whenever we're in town. 5 star dinner experience“

“We went to TORI TORI for the first time last weekend. The food and drinks were amazing, but I can’t give the restaurant more than 4 stars. The way the place works is a bit different: you find your own seat, then go to the bar to order both your food and drinks. After that, you can either stay at the bar or go back to your table. We tried the blue crab dip, crab croquette, crab rice, scallop crudo, beef skewers, tomato skewers, scallion and cheese pepper skewers ~ all of them were delicious. The drinks were also really good. They have food runners who bring the food to you, but you still have to go order everything yourself at the bar. The mix of self-service and table service was interesting, but I didn’t love having to wait in line to order and still being expected to tip over 20% (which we did). The bartenders (ours was Thanathep) were very busy, which made sense since it was a Sunday night. I really enjoyed the food and drinks, but because of the service style, I’d give it 4 stars.“

“We went for lunch for my besties birthday. Food and service were amazing. A bonus is this spot is the BEST food ever. I havent had authentic Mexican food in Orlando since I lived in Southern California 13 years ago. The only drawback was the lighting. It was way too bright. We almost wanted to put on our Sunglasses but didn't want to be rude to such kind staff members. Please consider dimming your lighting. It is a great place though, nicely remodeled and great accents and pretty dinnerware. We have ordered food over 25 times and it is always excellent!“

“Excellent food, wait staff and over all service. Great experience every time I visit“

“We had there Chicken Roast Dinner it was fantastic, we would highly recommend The Monroe and staff were amazing. Well done chef 👍“

“Was incredible. The cheezus is a must. The spice from the bomb that was added into my Ramen made it just right for me(if you enjoy spicy) The shishito peppers accompanied the ramen perfectly. Our server Brandon was amazing and attentive, fun guy! All around, I highly recommend this place.“

“Lamp & Shade in the heart of Mills 50 Orlando lovely restaurant with an astonishing unique ambiance. I went yesterday evening to check out this restaurant and I was certainly impressed by the crafted food and delicious cocktails.“

“Went here for the first time yesterday. Great atmosphere. The bloody Mary’s and staff were awesome. We will definitely be returning“

“So delicious! Excellent service from everyone, especially our server Shaun. He was so thorough and answered all our questions. The Cedar Key clams were to die for! I had the scallops and my husband had the burger for dinner- so freaking amazing ! I can’t say enough about this place! The owner was walking through the dining room checking on everyone, greeting everyone - thank you Carol for an exceptional experience!“

“Amazing atmosphere to hang out grab a drink and eat great food!“

“Great music, good food and the chocolate desser was amazing. Staff is very friendly. It was a very nice relaxing evening!“

“I spoke with the manager Ozan regarding a birthday celebration I wanted to have for my husband. He was very helpful in answering all questions and making sure the set up for our party of 25 was beautiful. Him and the staff relocated the tables under the pavilion when realizing the weather conditions right before the start of the dinner. He ensured our party was taken care of from start to finish. The lamb and the appetizers were amazing! Beautiful place to enjoy family and friends and take pictures.“

“Been here twice now, ordered different items each time & they didn’t disappoint. It’s my “go to” place for Mexican food in the area. Service is always good & attentive (not sure why other reviews complain). If you’re in the area check it out. I’ll, definitely, be back.“

“Rum, Rum, and more Rum. Great selection!“