Enterprise is a city in the southeastern part of Coffee County and the southwestern part of Dale County in Southeastern Alabama, United States. Its population was 28,711 at the 2020 census. Enterprise is the primary city of the Enterprise micropolitan statistical area (with the portion of the city in Dale County part of the Ozark micropolitan statistical area). It was originally a part of Enterprise–Ozark micropolitan area before being split; for a longer while it was originally part of the Dothan-Enterprise-Ozark combined statistical area but is now its own separate primary statistical area in later censuses.

Enterprise is famous for the Boll Weevil Monument, a large monument of a woman holding a boll weevil, in the middle of Main Street. The city erected the statue because the destruction of the cotton crop by the boll weevil had led to agricultural diversity, starting with peanuts and more prosperity than had ever come from cotton alone. It is the only statue to an insect pest in the world. Enterprise is right outside the U.S. Army's Fort Novosel, the home of Army Aviation.

Enterprise is home to Enterprise State Community College.