Food & Drink in Middleburg

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A massive big-screen television casts a festive glow across Wing City’s dining room. Pitchers of beer slosh atop tables next to sizzling plates of finger food, including wings doused in 20 types of sauce. Specialty sandwiches, such as classic burgers and philly cheesesteaks, provide filling meals or tasty footballs in case patrons are inspired to go long.

2223 County Road 220
Middleburg,
FL
US

Dick’s quickly silences grumbling bellies with a menu of tasty grilled edibles and a tongue-tingling variety of spicy twists. Fried pickles ($4.29), buffalo shrimp ($7.49), or wings in 365 available flavors ($8.99/10) engage mouths as guests wait for the main attraction—half-pound burgers, whose meatslabs are hand-pressed and grilled to order over the heat of omnipresent flame decals. Bacon, swiss, and lettuce enrobe the Squealin' Cheeser burger ($7.59), whereas sautéed mushrooms sit proudly atop the Shroomer burger ($7.59) and a trio of cheddar, american, and jack adorn the Three Cheeser ($7.59). All burgers come with a choice of steak fries or waffle fries and can be sharpened with any of Dick’s 365 sauce blends ($0.59 additional). Before strolling over to the nearby beach to squash sandcastles, diners can clog their molars with chunks of deep-fried Oreos ($3.99), a chocolate tribute to the hamburger and a smooth ending to a spicy ride.

2853 Henley Rd
Green Cove Springs,
FL
US

Dickey’s Barbecue Pit has smoked beef brisket in-house nearly every night since 1941, painting each morsel with a tangy house-made sauce. Pulled pork, turkey breast, and polish sausage round out the menu with meals that are heartier than a burrito wrapped in Paul Bunyan’s plaid shirt. Boxed lunches and catered buffets brim with homestyle sides such as coleslaw, mac 'n' cheese, and jalapeño beans. Once the last pickle has been crunched and the last finger has been licked, guests can savor one of the restaurant’s most cherished traditions: a vanilla cone, on the house.

2540 Commercial Dr.
Starke,
FL
US