Mequon/Thiensville
vs.
Waukesha
 
Years Founded: Mequon: 1957, Thiensville: 1910
Populations: Mequon: 23,739 Thiensville: 3,254
Scouting reports: Thiensville has the old and charming Main Street area, while Mequon offers the hustle and bustle of a busy retail area along Port Washington Road. The two communities have a housing range from starter homes to mansions, a combination of both rural and suburban settings and an excellent public school system. Mequon is also home to Concordia University Wisconsin and the North Campus of Milwaukee Area Technical College. Both communities can claim bragging rights to large parks with ample recreational opportunities and an extensive offroad system of bike/pedestrian trails.
 
Year Founded: 1896 (changed from the Village of Prairieville to the Village of Waukesha in 1846)
Population: 70,718
Scouting report: The state's seventh largest city has a vibrant downtown that has been revitalized in recent years. Waukesha also boasts an award-winning parks system and was recently named a Gibson GuitarTown city.