New York City
United States
Americas
NYC is challenging — street level is fine, but the subway will break you.
Best stroller: Compact
Chile
Santiago sits in a valley surrounded by the Andes — modern metro system helps navigate, but smog can affect visibility and air quality.
This city is stroller-friendly. Compact strollers work best.
📋 The Bottom Line
Santiago offers South American sophistication in a dramatic Andean setting. The city sits in a valley with the Andes creating stunning backdrop and some challenging terrain. The metro system is modern and largely accessible, helping navigate between districts. Las Condes and Providencia are modern and stroller-friendly, while the historic center presents more challenges. Chilean culture is more European in feel, somewhat formal but welcoming to families. Winter air pollution can be significant.
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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