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It's just steps away from The Courtesy, so why not go on a mini happy hour crawl? The Woods offers different specials most weekdays, including happy hour all night on Mondays, $1 off all drafts and $3 select craft cans on Tuesdays, free bacon with a cocktail or beer purchase on Wednesdays, and $3 Goose Island on Thursdays. The bar also offers a weekday happy hour deal Monday-Friday which includes 25% off everything. Happy hour: Daily from 4-7pm and 10pm-close Wander through the back hallway of Menagerie Eatery & Bar and you'll likely stumble upon Broken Cage, a quaint cocktail bar connected to the restaurant. The stylish bar offers a daily happy hour with $7 signature cocktails, $7 wines by the glass, $5 draft beer, and a selection of $6 appetizers. As an added bonus, you can order in food from Menagerie (during open hours Wednesday-Saturday) and enjoy it in the bar with your drinks. Happy hour: Monday from 8pm-1am, Friday from 5-9pm When Menagerie is closed, you can order food from The Stubborn Mule across the street. Thornton Park’s newest cocktail bar has happy hour deals Mondays from 8pm-1am, and Fridays from 5-9pm. The bar is set inside a stunning space and they take craft cocktails seriously, with happy hour specials including $4 off cocktails, $3 off wine by the glass and $2 off beer. Additionally, the Friday Social is their Friday happy hour, with $5 Kettle One and Botanicals. When in the Mills 50 District, you can’t pass up a visit to The Guesthouse for happy hour drinks paired with tacos from neighbor Black Rooster Taqueria. The Guesthouse | Image credit: Arlene Laboy Lil Indie's It's one of our favorite double date itineraries! Happy hour specials include $2 off liquor, draft, import and craft beer, as well as $3 off specialty cocktails, wine and domestic beer. Lil Indie's is located adjacent to Will’s Pub, and both are Orlando staples. The cocktail bar offers a very generous happy hour, available daily from 4-8pm. Happy hour: Wednesday-Saturday from 5-9pm No matter what your drink of choice is, there is bound to be a special for you, with $7 cocktails, $5 wine by the glass, $1 off a featured beer of the month, and 2-4-1 single well drinks.