Fleming’s Prime Steakhouse
933 N Orlando Avenue, Winter Park
Daily
5pm – 7pm (only at the bar)
5 For $6 ‘Til 7
Choose from a section of five delicious appetizers (such as Sweet Chili Calamari and Mushroom Ravioli), five premium cocktails (including Manhattans and martinis), and five selected wines by the glass, each for just $6.

Brio Tuscan Grille
Winter Park Village, 480 N Orlando Avenue, Winter Park
Monday to Friday
3–7pm and 9pm–close (only at the bar)
Tuscan Tasters Menu
Features 10 different gourmet appetizers priced at only $3.95 each, including burgers and flatbread. Drinks are just $5 with a menu packed with sangria, martinis, mojitos, and wine. Get there early, especially on Fridays when the bar is jam-packed by 5pm. 

CLOSED Truffles
Winter Park Village, 430 N Orlando Avenue, Winter Park
Daily
4–7pm and 9pm–close (only at the bar)
Features $5 apps such as Homemade Tater Tots and Buffalo Shrimp, as well as Absolut Vodka drinks for $5 and premium wines by the glass for $4.

Ruth’s Chris Steak House
Winter Park Village, 610 N Orlando Avenue, Winter Park
Sunday through Friday
4:30-7pm (only at the bar)
Sizzle, Swizzle and Swirl Happy Hour
Includes a premium bar menu featuring food and drink items for $7. The menu features generously portioned items such as a prime burger with fries, tenderloin skewers over spring greens, and a New England lobster roll. Cocktails include the Classic Cosmo, the Pomegranate Martini and Ruth's Manhattan.

 

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