Located in New York's Hudson Valley region, Middletown combines historic architecture with contemporary living. The downtown area features diverse dining options and the restored Paramount Theatre, which continues to showcase films and live performances. Residents have easy access to Highland Lakes State Park, and the community comes together each summer for the Orange County Fair. The rental market remains active, with one-bedroom apartments averaging $1,862, reflecting a 3.5% annual increase. Housing choices range from restored Victorian properties along Highland Avenue to newer residential developments throughout the city.
SUNY Orange's main campus, anchored by the historic Morrison Hall (formerly Webb Horton mansion), adds to the city's character. Middletown's railroad heritage remains visible through preserved structures like the Ontario & Western Railway Station.