19 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 Superb535 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 Good145 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 Superb606 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
Bellhop Cocktail Bar • $
37 N Orange Ave, Orlando - 5.96 miles

Customers` Favorites

Gin Gin Mule
Lemon Drop

“This is THE cocktail bar in Orlando. If you love a carefully crafted or unique cocktail come here. We had several and my favorite was the Velvet but every single one was a hit. The bartenders were extremely knowledgeable and fun to chat with. We will definitely be back!“

4.6 Superb173 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
The Neighbors Orlando Cocktail Bar • $
3201 Corrine Dr Suite 201, Orlando - 4.23 miles

Customers` Favorites

Milk District

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

4.7 Superb169 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
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 Superb53 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 Superb99 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

“I’ve been coming to this bar for quite some time, and every visit has been a wonderful experience. The atmosphere is always great, the staff is friendly and attentive, and the service is consistently excellent. The drinks are fantastic, and there’s always a welcoming vibe that keeps me coming back. It’s one of those places where you can count on having a great time every single visit. Highly recommended to anyone looking for a great local spot! 🍻⭐👏“

4.5 Superb288 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

“Maxine’s On Shine is a first-class neighborhood gem in Orlando’s Colonialtown.
With its warm, eclectic vibe and charming patio, it offers excellent food and genuinely outstanding service. Standout dishes include lobster ravioli, crab cakes, and creative brunch items like chicken and waffles or lobster omelettes. Everything is fresh, flavorful, and well-presented.
Whether for a romantic dinner, happy hour, or weekend brunch, it consistently delivers a memorable experience. Highly recommended.“

4.7 Superb431 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!“

4.5 Superb71 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
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 Good16 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 Superb1215 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 Superb130 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 Superb133 Reviews