Westside is a city in Crawford County, Iowa, United States. The population was 285 at the time of the 2020 census. Westside was laid out in 187…Westside is a city in Crawford County, Iowa, United States. The population was 285 at the time of the 2020 census. Westside was laid out in 1872. The city name is derived from its presence slightly to the west of the divide between the Mississippi and Missouri river watersheds.