[Doug]

Least Canadian:
Calgary
-geography: not on a commercially navigable waterway, high altitude, straddles a transition from plains to mountains neither of which are traditionally Canadian landscapes, big hills, not set in a forest, far from US border, very far from major US population
-climate: arid, sunny, rapidly changing, highly reliant on man made water supply infrastructure
-history: very recently explored and settled,not explored by boat, never part of a British or French colony, no connection to fur trade, most influential figures were not connected to government, early history dominated by an American like homesteading boom engineered by a railway company
-economy: railways, ranching and oil are industries associated with the USA, not Canada. Economy never built on protectionism. Boom and bust against a country that seeks moderation and stability. Economic cycles generally out of sync with rest of country
-culture (biggest difference): self invented city built around capitalism rather than around institutions and therefore strongly influenced by external economic factors like the price of oil. Post modern in the sense that influences are not local - commonality with other invented cities like Los Angeles, Las Vegas, Denver, Dallas. Minimal provincial and federal government presence. Didn't have a university until the 1960s. Didn't experience significant influx of residents from outside of AB of SK until the late 70's
-politics: lack of relevance of traditional Canadian insitituions like the Tory or Liberal parties. Birthplace of upstart political movements like Social Credit, CCF and Reform. Traditionally Canadian political foundations like distinctiveness from the USA and French - English relations have never held much currency

Kelowna
-geography: very western US like, surrounded by mountains on a land locked lake (Okanagan River cannot carry commercial traffic from the Columbia), built up hillsides, not sited on a mainline transportation corridor
-climate: arid, climate actually attracts residents
-history: very recently explored and settled
-economy: originally built around orchards and forestry, more recently on wealthy residents moving in from elsewhere many of whom earn little active income
-culture: also post-modern as largely shaped by external events like Vancouver housing prices
-politics: also largely outside the influence of traditional Canadian institutions, very non-Canadian like polarization more similar to US west coast