The 606 (Walsh Park)

A Bucktown playground on a quiet cul-de-sac with a small water-spray feature, a community garden and an open field.

An all-day brunch restaurant on the ground floor of the Robey hotel in Wicker Park, near the Damen Blue Line and the 606 Trail.

A converted 1929 landmark tower in Wicker Park with loft-style rooms. Its rooftop pool is seasonal (May to September) and does not admit guests under 12.

Leafy park with a splash pad, a playground, volunteer-tended flower gardens and a basketball court.

Chicago's original kayak and paddleboard outfitter, operating since 1999, renting boats and running guided tours from a dock on the Chicago River.

A longtime Lincoln Park deep-dish pizzeria known for a pan crust caramelized against the edge of the pan, with a kids' menu and casual sit-down service.