Middletown Everett Theatre at NightMiddletown, Delaware developed as an early crossroads town and tavern stop. Today, new development has stimulated Middletown's growth and made it the fastest growing area in Delaware, expected to almost double in population over the next 25 years.

Many affluent housing developments surround the town's center have sprung up and have played a role in the growth by attracting high-income families relocating from neighboring areas such as Baltimore, WILMINGTON, Philadelphia, New Jersey, and New York City. With that development has come a boom in restaurants and entertainment options, including a brand-new multiplex movie theater.

Middletown is home to the annual Olde Tyme Peach Festival, which attracts tens of thousands of visitors every August, and its unique New Year's Day Hummer's Parade.