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From rooftop views to craft brews, and signature cocktails, these downtown Orlando hotspots are perfect for a night to remember!
Hanging at the The Treehouse is an escape from the city, without actually having to leave the city. The warm wood touches, mixed with the dim lighting, makes this Orlando’s coziest cocktail bar—sure to add a little adventure to your night out.
Not sold yet? You will be after catching one glimpse of the insta-worthy photo spots scattered throughout the bar.
Photo credit The Robinson Room
Coffee shop by day, cocktail bar by night. The Robinson Room is the best of both worlds. It prides itself on being a vibrant, inclusive gathering spot for any occasion at any time of day. The top floor is complete with an unbeatable happy hour menu, elegant atmosphere, and upbeat music. Every ingredient needed for an unforgettable night out in Orlando.
Photo credit Aloha Beautiful
Orlando’s first fully immersive island themed karaoke bar will put you in vacation mode. With vintage tropical furniture, karaoke, and tiki cocktails, you’ll never be bored at Aloha Beautiful. It’s right next to The Robinson, so after your big number, you can bar hop next door with your crew.
Photo credit The Guesthouse
If bar hopping is your thing, The Guest House is the perfect starting point for your next night out. This chic, relaxed cocktail bar has creative cocktails, an unbeatable happy hour menu, and an outdoor area that’ll be perfect for cooler Florida nights.
If you’re still not ready to end the night after trying the endless creative cocktails, hop over to their sister bar, the Sunroom, for an equally cool Mills 50 experience.
Who says spooky season can’t last all year long? Cocktails & Screams is all about serving up Boo’s and scary good cocktails. With everything from decor to a spooky themed menu, you’re sure to get the full Halloween experience. If you’re tired of going to the same average bars, Orlando’s only Halloween themed bar is sure to spice up your night out.
Photo credit Mathers Social Gathering
Mathers Social Gathering is a speak-easy style bar located on the third floor of a vintage furniture store building in Downtown Orlando. From the open community atmosphere to the weekly events, this is the perfect, nontraditional spot to hit up with friends.
Burlesque shows in an old fashioned speakeasy? We’re sold. From 10:00pm-1:00am every Saturday you can come for Burlesque and stay for a drink.
Photo credit McQueens Social Lounge
Mcqueens Social Lounge is a dark, retro craft cocktail lounge with a come as you are attitude. For groups that are wanting to dance the night away, this is your place. With upbeat music and a dim, spooky vibe you won’t want to leave.
Photo credit Casey's on Central
Live music nightly? We’re in. Casey’s On Central is a corner bar that brings Orlando together through good food, beer, and music. The upbeat and casual atmosphere, paired with the unbeatable happy hour menu makes this a locals favorite. Want to see what all the fuss is about? Grab your crew and head down to Casey’s.
Photo credit The Courtesy
No visit to The Courtesy is ever the same. With a rotating inventive cocktail menu, you’ll always have a unique experience at this warm, swanky speakeasy. If you’re looking for ways to take your night out to the next level, get a group together to take one of their cocktail making classes that are offered the 1st and 3rd Saturday of every month. They even have themed events for almost every holiday!
Photo credit Hanson's Shoe Repair
Hanson’s Shoe Repair was created in Orlando’s oldest standing historic building and was inspired by the original residence, the Hanson Shoe Repair Shop. Everything about this speakeasy is unlike anything you’ll find anywhere else. The cocktails are hand-crafted and the vibe is dark, moody, and has that beautiful old charm.
In true speakeasy fashion, you need a password to enter. Don’t worry though, we’ve got the secret. Call 407-476-9446 on the day of your visit to receive the password.
Photo credit The Imperial
Calling all wine lovers. If you want to skip the dive bar scene, The Imperial is the spot for you. This neighborhood bar specializes in boutique wines, craft beers, and classic cocktails. All in an elegant, relaxing, and comfortable atmosphere. Keep an eye on their website for upcoming events and live entertainment schedules.
Photo credit The Basement
There’s always something going on at The Basement. Which mean no matter which night of the week you go out, there’s guaranteed to be a special going on. With live games and endless beer options, this is the perfect dive bar for sports lovers. The best part, after grabbing a beer you can bar hop right upstairs to The Treehouse for a completely different vibe.
Photo credit The Matador
There is only one word to describe The Matador: cool. Everything in this craft cocktail bar, from the antique furniture to the pool tables, creates a warm and cozy vibe. The perfect spot for those wanting a relaxed, chill night out without having to skip fun drinks. During the cooler months, you and your crew can take full advantage of their outdoor patio space.
New to the Downtown Orlando scene is The Oliv Bar, a martini and cocktail bar with a fun Mediterranean vibe. This stylish polished spot is perfect for those wanting a chill, classy night. Don’t miss out on their daily happy hour deals from 5:00pm to 7:00pm, trust us.
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Kailey is an Arizona native, currently living her best life in Orlando, Florida. She’s passionate about hunting down and sharing all things her beautiful city has to offer—making the hidden Florida gems accessible to everyone! You can find her exploring Orlando with a camera in hand, typing away in a local coffee shop, or jetting off to her favorite travel destinations ✈️
