28 Best Cocktail Bars near Maitland

Jazz Tastings Cocktail Bar • $$$
164 Lake Ave, Maitland

Customers` Favorites

Cauliflower Steak with Mashed Potatoes and Veggies
Lamb Lollipops and the Duck Thingy
Stout Short Rib Mac and Cheese
Cajun Pasta with Salmon Steak
Pecan Crusted Salmon Dinner
Sauvignon Blanc-Excelsior
Short Rib Mac & Cheese
Braised Beef Short Rib
Sweet Chili Calamari
Chicken and Waffles

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

4.4 Superb706 Reviews
Lazy Moon Pizza Pizza • $$
441 S Orlando Ave, Maitland

Customers` Favorites

Build Your Own Cheese with Ricotta and Cilantro
The Saganaki Slice
Tomato Bisque Soup
Large Caesar Salad
Ceaser Salad
Calzone

“I came here with some friends and had a great conversation with a busser there named Izzy. She was extremely kind and attentive and provided a great experience for me and my friends! She went out of her way to get our plates and have a genuine conversation and was very kind despite the restaurant being very busy at the time. I’ll definitely be coming back for her and more great food!“

4.2 Good148 Reviews
Thrive Cocktail Lounge & Eatery Cocktail Bar • $$
13 S Orange Ave, Orlando - 6.02 miles

Customers` Favorites

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

“thank you for making my birthday excellent twice this month and being so hospitable to requests for the birthday girl. love you guys always worth the 1.5hour drive 🎀💓“

4.7 Superb635 Reviews
Otto’s High Dive Cocktail Bar • $$
2304 E Robinson St, Orlando - 5.7 miles

Customers` Favorites

Flan and Cinnamon Bread Pudding
Lechon Asado Egg Rice and Beans
Aire Libre and Bustelo Biafran
Cuban Ropa Vieja with Rice
Oysters and Shrimp Cocktail
Squash and Burrata Salad
Orange Tres Leches Cake
Fresh Oysters with Lime
Black Beans and Rice
Raw & Baked Oysters

“This is a small place and would highly recommend making a reservation. They have happy hour till 6 pm. I ordered an old fashioned and tostones from the happy hour menu. For my entree I ordered the Ropa Vieja which was really good and was large enough where I took a to go box. Our server Taylor was very knowledgeable and friendly. The drinks were amazing and probably my favorite part of the meal. I ordered the Guanabana. It got really loud in there once the restaurant started filling up. Experience was good and I would definitely go there again and try something else. Things to keep in mind make a reservation, off hours would for sure be easier for conversations.“

4.5 Superb232 Reviews
Maxine's On Shine American • $$
337 Shine Ave, Orlando - 5.57 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

“Really enjoyed the atmosphere and decor within the restaurant. The service was pretty great and welcoming. I must say it was very hot and humid inside the establishment while I was was enjoying brunch. The food looked good and was pretty tasty aswell.“

4.7 Superb436 Reviews
Vida Cocina & Tequila Mexican • $$
275 W State Rd 436, Altamonte Springs - 3.06 miles

Customers` Favorites

Chips Guacamole Corn Salsa Queso Dip
Enchiladas with Rice and Beans
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

“The food was amazing, the service not so much! I will definitely go back again and pray I get a different waiter!“

4.9 Superb2581 Reviews
Bellhop Cocktail Bar • $$
37 N Orange Ave, Orlando - 5.96 miles

Customers` Favorites

Gin Gin Mule
Lemon Drop

“The attention here it’s outstanding and their bartenders are so experienced and nice all the time ! I’ll leave you guys with a picture of my favorite bartender at the place with two of her creations ! Cali ! 🫶🏽“

4.7 Superb183 Reviews
Garibaldi (Apopka) Mexican Restaurant & Bar Mexican • $
2430 E Semoran Blvd, Apopka - 6.95 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 Supremas
Molcajete Dona Pepa

“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 Superb1218 Reviews
The Drake Kitchen + Bar Cocktail Bar • $$
361 N Rosalind Ave Ste 1, Orlando - 5.62 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 Superb251 Reviews
Reyes Mezcaleria Mexican • $$
821 N Orange Ave, Orlando - 5.08 miles

Customers` Favorites

Chips and Salsa and Guacamole
Tres Leches French Toast
Oaxacan Enchiladas
Cheese Quesadillas
Chips \u0026 Salsa
Ceviche De Pescado
Pulpo a La Plancha
Short Rib Huarache
New Chocolate Cake
Braised Short Rib

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

4.6 Superb321 Reviews
The Neighbors Orlando Cocktail Bar • $$
3201 Corrine Dr Ste 201, Orlando - 4.27 miles

Customers` Favorites

Milk District

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

4.7 Superb174 Reviews
12

Prato

Prato Italian • $$
124 N Park Ave, Winter Park - 2.17 miles

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
Roasted Cauliflower
Meatball Appetizer
Angus Beef Burger
Margherita Pizza

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

4.3 Superb389 Reviews
Death In The Afternoon Cocktail Bar • $$
930 N Mills Ave, Orlando - 4.84 miles

Customers` Favorites

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

“We had our wedding reception here and they made all the food and drinks and they were fantastic, way better than traditional wedding food. Our guests were raving about the food $ drinks! The short rib, chorizo sliders and the carrots really stole the show. We absolutely loved the custom cocktails they made for the events as well as ones already on the menu. The Hades and the Demeter were delicious. The mocktails were a huge hit as well for our non-drinkers. Julian the owner was great to work with, everything went smoothly and I would absolutely recommend anyone to have an event here.“

4.5 Superb124 Reviews
Anejo Cocina Winter Park Mexican • $$
1035 N Orlando Ave #101, Winter Park - 1.46 miles

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 Superb768 Reviews
G's Lounge Cocktail Bar • $
1015 S US Hwy 17 92, Longwood - 4.89 miles

“the bartenders are absolutely amazing the vibes are comfortable with lots of great people and good times.“

4.8 Superb52 Reviews
Cocina Maya Mexican Grill & Mezcaleria Mexican • $$
3590 US-17 Ste 1026, Lake Mary - 8.22 miles

Customers` Favorites

Queso Fundido Molcajeteado
Salmon En Salsa de Mezcal
Camarones A la Diabla
Huevos A la Mexicana
Camarones Al Ajillo
Mayan Tortilla Soup
Trompito Al Pastor
Carne Asada Plate
Enchiladas Suizas
Tacos Carne Asada

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

4.8 Superb635 Reviews
Mathers Social Gathering Cocktail Bar • $$
3 Phoenix Building, 30 S Magnolia Ave, Orlando - 6.02 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

“Our second visit to Mathers exceeded all expectations. Crystal made the night unforgettable handling the entire floor with grace, professionalism, and genuine attentiveness while the floor was full. We never felt rushed or overlooked.

The drinks were outstanding—beautifully crafted and delicious.

Crystals service transformed our experience. We’ll definitely be back on Wednesdays when we return to Orlando! Thank you!“

4.5 Superb290 Reviews
Lil Indies Cocktail Bar • $
1036 N Mills Ave, Orlando - 4.7 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! 🤍🤍🤍🤍🤍“

4.6 Superb97 Reviews
The Osprey Seafood • $$$
4899 New Broad St, Orlando - 4.69 miles

Customers` Favorites

Oak Charred Peel & Eat Shrimp
Sunburst Farms Smoked Trout
Oysters on the Half Shell
Local Catch of the Day
Fish \u0026 Chips
Hawaiian Rolls
Eggs Benedict
Steak Tartare
Crush Puppies
Smoked Wings

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

4.4 Superb397 Reviews
The Woods Cocktail Bar • $$
49 N Orange Ave 2nd floor, Orlando - 5.93 miles

Customers` Favorites

Snowflake Whispers

“Good cocktails on happy hour“

4.4 Superb54 Reviews
Pour Choice Taphouse Beer Bar • $
1225 N Mills Ave, Orlando - 4.54 miles

Customers` Favorites

Craft Beer

“Excellent concept! Great food trucks!“

4.4 Superb68 Reviews
Pocha 93 Bar • $$
7379 W Colonial Dr, Orlando - 8.84 miles

Customers` Favorites

Jokbal Chicken Salad Jjolmyeon Gobchang Copy
Kimchi Chayote Moosam Rice Parilla Leaves
Double Fried Pork Belly
Beef Bulgogi Bento Box
Boo Dae Jigae Army Stew
Kimchi Pickled Radish
La Kalbi Short Ribs
Kimbap Beef Bulgogi
Korean Fried Chicken
Fried Chicken Wings

“Came here for the Mexico vs South Korea game and it did not disappoint. The place was packed and they were not taking walkins (we got lucky and scored a seat at the bar)

If you know there’s a game going on, please make a reservation.

The food was amazing and the prices were fair for the amount of food. I’ll be back for sure!“

4.8 Superb327 Reviews
Pine & Oak Tavern American • $$
8600 El Prado Ave, Orlando - 9.21 miles

Customers` Favorites

Hot Honey Sriracha Glazed Salmon
Black Truffle & Cheese Ravioli
Small Pear & Walnut Salad
Croissant Bread Pudding
The Polly Mack & Cheese
Korean Short Rib Tacos
Truffle Mac and Cheese
Bang Bang Rock Shrimp
Small Mushroom Soup
Fall in Guatemala

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

4.7 Superb183 Reviews
The Monroe American • $$
448 N Terry Ave, Orlando - 5.62 miles

Customers` Favorites

The Monroe's Famous Fried Chicken
Blackened St Johns River Catfish
Buttermilk Fried Chicken Salad
Fried Chicken Plate 1pc White
Orlando Hot Chicken Sandwich
Upgrade to Steak & Frites
Meatloaf with Onion Rings
Fried Chicken Sandwich
Fried Chicken Waffles
Grilled St Louis Ribs

“We had such a great experience at The Monroe. This place honestly deserves the hype. The food overall was excellent. Nothing we had was bad, but some dishes definitely stood out more than others. The jalapeño popper deviled eggs were insane and easily my favorite. The General Tso cauliflower was perfectly crispy and flavorful and ended up being my husband’s favorite. The fried chicken is huge and comes with what feels like four sides, so it’s more than enough to share. I’m very picky about mac and cheese and theirs was genuinely impressive. The bread pudding was unreal, it comes out like a crispy brick on the outside and soft and gooey inside. Drinks were great too. The Flamingo drink was really good, and their iced lattes were surprisingly amazing, not just good for a restaurant but actually good. If I had to be picky, the s’mores and the warm potato salad were just okay compared to everything else. Service really made the experience. Our server Sarah was so bubbly and kind, and her recommendations were mostly spot on. We also had a situation where a child tried getting into our car. We mentioned it casually and didn’t expect anything to come of it, but she immediately took it seriously, got the manager, and he went out right away to handle it. That level of awareness made us feel taken care of and able to actually relax and enjoy the rest of our night. The pricing was honestly kind of shocking in a good way. We ordered three appetizers, a large entrée, two alcoholic drinks, two coffees, and dessert and it was right around $100. Overall, great food, great service, great pricing. A couple things I wouldn’t reorder, but the things that were good were really good. We’ll definitely be back.“

4.5 Superb505 Reviews
Say Les' Cocktail Bar • $
1 S Orange Ave #101, Orlando - 6.04 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 😉“

4.1 Good18 Reviews
Forward Slash Distillery & Blending House Distilleries • $$
650 S Capen Ave, Winter Park - 2.46 miles

“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 Superb141 Reviews
Hanson's Shoe Repair Cocktail Bar • $$
27 E Pine St, Orlando - 6.03 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 Superb129 Reviews
The Courtesy Cocktail Bar • $$
1288 N Orange Ave, Winter Park - 2.8 miles

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 Superb135 Reviews