New York City
United States
Americas
NYC is challenging — street level is fine, but the subway will break you.
Best stroller: Compact
Canada
Ottawa combines capital city grandeur with Canadian family-friendliness — excellent museums, flat canals, brutal winters.
This city needs different solutions for different areas.
📋 The Bottom Line
Ottawa is exceptionally family-friendly with Canadian politeness extending to genuine help with strollers. The Rideau Canal provides flat, beautiful walking in summer and becomes the world's longest skating rink in winter. Parliament Hill and major museums are accessible, and Canadian culture is deeply welcoming to families. The main challenges are harsh winters (though Canadians have mastered winter stroller life) and some steep areas around Parliament Hill. The city genuinely feels designed for family life.
Other cities you might want to explore
United States
Americas
NYC is challenging — street level is fine, but the subway will break you.
Best stroller: Compact
United States
Americas
San Francisco's extreme hills make it one of the toughest US cities for strollers — flat areas exist but you have to find them.
Best stroller: Rugged
Netherlands
Europe
Amsterdam is stroller paradise — flat terrain and everyone yields to wheels.
Best stroller: Compact
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