I'm a bit biased because I do live (in Ontario for the summer but for the most part) in the Interior and yeah, it fucking rocks. I've also lived in Vancouver and Cypress/Grouse and Whistler are all within an hour or two, and the latter shits on Fernie from a riding perspective (lived there as well). Sure Whistler is a HUGE resort with tons of people and thus tons of ego and dickery, but for terrain it's easily the best in Canada, for biking, skiing, hiking or whatever.
Calgary is a giant, flat city that is mostly just houses and stores. There's like zero culture or uniqueness to anything there, and no one would be able to recognize that skyline unless you grew up there.
And Revelstoke shits on Whistler from a riding perspective, with a much more chill crowd.
I wasn't comparing Fernie to Whistler, Van really only has Whistler. Most other major resorts are actually closer drive to Calgary or Kelowna. Grouse and Cypress are decent local mountains, with massively inconsistent snow.
As I've said I grew up in Sydney, a city with arguably the most recognizable skyline in the world alongside New York, nightlife / restaurants and all that jazz, and I'd gladly take what I have now living in Calgary with the amount of outdoor activities you can do, through all seasons.
It honestly just sounds like you have extremely limited experience there as you're repeating every bullshit stereotype. You don't see cowboys walking down the street and rig pigs are more common in the rural areas or Edmonton (which I've also lived in).
I don't disagree with you that it is a bland looking city, but its backdrop isn't. Toronto feels just like every other big city, it's not unique. It's not a bad city by any stretch, most in Canada are actually pretty good cities.