Why would you want to transport your dog inside the city? Apart from the occasional visit to the vet maybe?
For their walks, you could always use your neighborhood and peripheral places -- shouldn't there be some suitable spot within 1 mile or so at least?
My office has an open dog policy, but I almost never see dogs in the office, and when I do, they're inevitably small (the kinds you can hold on the subway). Meanwhile, on the Mountain View campus, dogs everywhere. You need a car to bring your dog to work with you.
And how does that work for people trying to concentrate while working, with barking etc? Or are those dogs parked outside of the office?
People are considerate enough not to bring poorly-behaved dogs to work. I've run into many dogs around the office and have never had a barking problem - they usually just roam in a small area around their owner/team, quietly.
Pretty much the only time I've heard a dog bark at work was when someone accidentally kicked it...
That sounds quite distracting in a small/medium office space by itself.
My experience has been people who bring dogs to work are often oblivious to the nuisance they cause to others who try to focus.
Besides, I don't work at Google. At the companies I did work, when someone brought a dog to work (few times) it was always a problematic situation, people tried to ignore the ruckus, moved to nearby desks etc.
I like the dog policy, because every so often I have the nice surprise of being able to pet a fluffy dog, at work. In practice it's not so bad as what you're thinking it might devolve into.
We commute by bike or transit as a family in Boston through all seasons. We own a car but it sits parked unless we're going on a special weekend trip or something; the car averages 6k miles per year and I'd estimate that Christmas, etc account for about 1/3 of that.
I don't think you can really extrapolate from generational history here. As recently as the 1940s, most kids were raised in the city or in rural areas. You've got maybe three generations raised in the suburbs. Not exactly ancient history.
It's also worth noting that what the suburbs are is changing to become less car dependent. Lots of people having kids in new developments in Reston, VA, which is a suburb but organized more like the bedroom communities of yore (with a little downtown) than the sprawling subdivisions that prevailed from the 1960s to 1990s.