Three kinds of disability:
1. Permanent (eg, blind)
2. Temporary (eg, pregnant/new parent, recoverable injury)
3. Contextual (eg, holding something with one hand, loud environment)
When people think about accessibility, they often think about 1. But the long-tails for 2 and 3 are huge, and ultimately affect everyone at some point.
One might wonder (wrongly) why everyone should care about the special and expensive needs of a few (or old) people when designing public spaces.
But a majority will actually need to use these spaces with a baby stroller. Not a few. Baby strollers are a driving power of our society! Enable them!
And people drag luggage around on city streets all the time. Many tourist destinations are pedestrian cities even outside their most central downtown areas. And luggage also needs to be dragged around hotels — and in suburban areas their absurdly large parking lots.
The skate wheels are a plausible argument, though.
I personally never noticed this before becoming a parent, but there's a lot of spaces that are "almost" stroller friendly, but for some reason there is a small obstacle that would not be expensive to remove (if accounted for during planning). For example, a few steps that could easily be a ramp, blocks of flats with a lift that is accessible after ascending a few steps, even high shop entrances.
For me it's not a problem, because I can easily carry stroller with a baby inside up, but for most mothers I know this is usually a huge or unsurmountable obstacle.