Saint Charles (commonly abbreviated St. Charles) is a city in, and the county seat of, St. Charles County, Missouri, United States. The population was 65,794 at the 2010 census, making St. Charles the ninth-largest city in Missouri. Situated on the Missouri River, St. Charles, Missouri is a northwestern suburb of St. Louis. Founded circa 1769 as Les Petites Côtes, or "The Little Hills" in French, by Louis Blanchette, a French-Canadian fur trader, when the area was nominally ruled by Spain following the Seven Years' War, St. Charles is the third-oldest city in Missouri. For a time, it played a significant role in the United States' westward expansion as a river port and starting point of the Boone's Lick Road to the Boonslick. St. Charles was settled primarily by French-speaking colonists from Canada in its early days and was considered the last "civilized" stop by the Lewis and Clark Expedition in 1804, which was exploring the western territory after the United States made the Louisiana Purchase. The city served as the first Missouri capital from 1821 to 1826, and is the site of the Saint Rose Philippine Duchesne shrine.

Washington is a city on the Missouri River in Franklin County, Missouri, United States. The population was 13,892 from the 2010 census. It is the corncob pipe capital of the world, with Missouri Meerschaum located on the riverfront.

Hermann is a city in and the county seat of Gasconade County, Missouri, United States. It has been the county seat since 1842. It is near the center of the Missouri Rhineland and south of the Missouri River. The population was 2,431 at the 2010 census. The city is the commercial center of the Hermann American Viticultural Area, whose seven wineries produce about one-third of the state's wine. Designated in 1983, it is one of the first federally recognized American Viticultural Areas. The designation recognized the renaissance of an area of vineyards and wineries established by German immigrants during the mid-19th century. Shut down by Prohibition, it began to revive in the 1960s. Hermann holds a Maifest during the third weekend in May and an Oktoberfest the first four weekends in October. Hermann also calls itself the sausage-making capital of Missouri.Hermann High School holds the state record for the most girls high school volleyball championships in Missouri.

Maryland Heights is a middle-class, second-ring north suburb of St. Louis, located in St. Louis County, Missouri, United States. The population was 27,472 at the 2010 census. The city was incorporated in 1985. Edwin L. Dirck was appointed the city's first mayor by then County Executive Gene McNary. Mark M. Levin served as City Administrator from August 1985 to 2015.