Although 347 Grille by Coach Shula is located in Lake Mary, it probably has one of the best Happy Hours in Orlando when it comes to the best bang for your buck! There is nothing too special about the place itself, hotel bar with some seating. But allow yourself to immerge into their HH offerings and you might just start to think that this is the best place in LM to hang out. Usually packed during HH, we recommend keeping that in mind to ensure you'll have enough time to try as many of their specials as you can.
Prato is a Winter Park staple. Located at the heart of Park Avenue, the ambiance is always lively and their offerings are true to Italian kitchen. The dimly-lit dining room always full of people shows how loved this spot is. It is a must when in Winter Park, perfect for a date or a casual lunch or dinner.
Tucked away near Lake Eola, Ootoya is a sushi lounge offering great Japanese cuisine. Seating inside is limited and that's actually a good thing. The inside feels very private making it a great spot for a date. The sushi bar seats are probably the most entertaining place to sit down as the chefs are making rolls right in front of you. Outdoor seating is also available.
The Wildflower is Cocktail Bar tucked away in Baldwin Park. It is conjoined with Colibri but has its own section of the building and provides a much different vibe. Inside, there is plenty of seating and bartender who are usually very busy with cocktail orders. Sitting at the bar allows you to see the drinks be made but a seating elsewhere gives you a nice intimate feeling ideal for a date or Happy Hour drinks. The decor inside makes you feel like you're in the set of a sitcom, with different wallpapers on the walls as well as items throughout. They also offer seating and since it's only steps away from Lake Baldwin, there is a certain calming atmosphere that's much appreciated. Definitely a great spot for Happy Hour, whether that's after work or with a date!
It's always funny to think that Mather's is a speakeasy when there is always a line around the block. There's a reasons for that. This spot is unlike any other place in Orlando. Inside, decor will take you back to the prohibition era. It's located inside a 130-year old building that survived a fire, one of the oldest standing buildings in all of Downtown Orlando. If that's not enough of a reason to visit and grab a drink, then maybe their great Happy Hour is just what you need.
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