Summer festivities: Both cities have great and similar festivals, but Calgary hosts the greatest western festival on earth in July called the Stampede. Calgary wins.
Sunshine: Calgary has way more sunshine that Edmonton. In fact, Calgary is amongst the top city with sunshine exposure in the entire country. Sunshine is happiness. Calgary wins.
Politics: Both cities are economically conservative. Edmonton is a little bit more socially liberal than Calgary. Who cares? Tie.
Sports: Flames(NHL)and Stampeders(CFL)in Calgary, Oiler(NHL) and Eskimos(CFL) in Edmonton. Several amateur leagues, indoor and outdoor facilities for soccer, hockey, basketball, football and baseball in both cities; ShowUpAndPlay in Calgary, ShowUpAndPlay in Edmonton : Tie