Bugaboo Dragonfly City

Dragonfly makes the most sense for families who want a serious premium city stroller and are comfortable adding the separate bassinet for newborn use rather than stepping up to the size of a Fox 5. Bugaboo’s official pitch is the one-hand compact fold that works with the seat or bassinet attached, and that is exactly why this model stands out in city life. It feels much closer to a serious main stroller than a typical compact stroller, but it stores and handles more easily in apartments, hallways, and car trunks.

The tradeoff is that it is still a city-first premium stroller, not the Bugaboo you buy for the roughest daily terrain. If your routine is mostly pavements, shops, lifts, and frequent folding, Dragonfly is easier to justify than many larger premium rivals. If you mainly care about rough ground, snow, or park trails, Fox 5 still has the stronger all-round case.