Food & Drink in Middletown

Select Local Merchants

Don't be fooled by the name: the cooks at Tom Foolery's Restaurant & Bar aren't kidding around with their food. They slather a bulk of their entrees in housemade sauces and condiments, from a jalapeño-topped burger's housemade chipotle mayo to the housemade crab imperial sauce that crowns soft pretzel sticks. Other bar favorites, such as taco salads and Reubens with house-roasted turkey, complement Tom Foolery's cornucopia of draft beers and sports broadcasted on flat-screen TVs throughout the dining room. Besides that night's game, Tom Foolery's hosts live entertainment every week, including trivia, DJs, comedy shows, and water pong.

714 Ash Blvd
Middletown,
DE
US

Situated between two waterways, Middletown has long been a place for weary travelers to rest their feet––but more importantly, a place to eat and drink. 1861 Restaurant, whose name is inspired by the year the town was founded, strives to embody that same spirit, but without waking the banshees. The welcoming New American cuisine aims to echo the satisfying tavern-stop grub of yesteryear, from the handcrafted pizzas loaded with farm-fresh veggies to hearty main courses and decked-out sandwiches. Likewise, diners can sate their thirst with a huge range of pours from behind the bar, including specialty cocktails, craft beers, and wine.

423 North Broad Street
Middletown,
DE
US

Cuisine Type: Bagel sandwiches
Most popular offering: 26 flavors of bagels
Kid-friendly: Yes
Delivery / Take-out Available: Yes
Alcohol: None
Number of Tables: 5–10
Outdoor Seating: Yes
Established: 2012
Parking: Parking lot
Handicap Accessible: Yes
Pro Tip: Call order in advance to avoid waiting

400 W Main St
Middletown,
DE
US

Within the colorfully decorated walls and adobe tile floors that comprise Los Machados Mexican Restaurant, smells of hearty bistecs and sizzling fajitas fill the air. The appetizing aromas drift from the kitchen, where chefs whip up authentic eats such as carne asada, mole poblano, and an array of fajitas, tacos, and burritos. Margaritas, daiquiris, and tequila sunrises lubricate guests' dining experience, and fried ice cream and flan bring meals to a decadent conclusion.

600 North Broad Street
Middletown,
DE
US

For more than 15 years, Cravings Cafe's cooks have been filling the bellies of hungry travelers passing between Maryland and Delaware. They dole out monstrous breakfasts all day, including a plate piled high with four eggs, sausage, bacon, ham, french fries, and toast. They also stack meats, cheese, and veggies on triple-decker sandwiches and whip up American staples for dinner, such as steaks and pork chops.

921 Middletown Warwick Road
Middletwon,
DE
US