Middletown sits along the scenic Connecticut River in central Connecticut, earning its name from being halfway between Hartford and Old Saybrook. Known as the "Forest City," Middletown combines historic charm with modern appeal, featuring a revitalized downtown area centered around Main Street. The city's rich history dates back to 1651, with many well-preserved buildings showcasing its architectural heritage, while Wesleyan University adds a cultural dimension with art exhibitions, performances, and lectures open to the community.

Renters in Middletown enjoy diverse housing options, from apartment communities to single-family homes and townhouses. The average one-bedroom apartment rents for around $1,660 per month, with two-bedrooms averaging $1,956. The Westfield neighborhood features tree-lined streets and established residential areas, while South Farms offers more spacious properties with river views. The downtown district provides a walkable lifestyle near Main Street's shops and cafes. Harbor Park provides riverside recreation with a boardwalk and seasonal boat excursions, while Wadsworth Falls State Park offers hiking trails and two scenic waterfalls.

Middletown offers convenient access to major employment centers, with Pratt & Whitney, Middlesex Hospital, Connecticut Valley Hospital, and Wesleyan University serving as major employers. The city is strategically located near Interstate 91, making for reasonable commutes to Hartford (16 miles north) or New Haven. Public transportation options include Middletown Area Transit bus service and connections to Amtrak and Shore Line East commuter rail. The city's established Main Street restaurant scene includes a mix of casual eateries and upscale dining establishments, many housed in historic buildings dating back to the 19th century.