Pizzeria Uno

A budget-leaning boutique hotel in River North set inside a 1927 building, with a cafe and 24-hour gym rather than a pool.

A historic Michigan Avenue tower hotel known for its ornate 1929 indoor pool, one of the oldest and largest hotel pools in the country.

A ticketed, multi-room interactive attraction near the Tribune Tower built around ice-cream-themed installations, including a room filled with plastic sprinkles. Strollers must be left outside that room.

The below-street-level original Billy Goat Tavern near the Wrigley Building, famous for its counter-service cheezborgers, reached only by a flight of stairs.

A Chicago River and lake architecture cruise departing at the Michigan Avenue Bridge, with stroller storage and restrooms on board, run by the same family company since 1935.

An upscale downtown steakhouse that keeps a kids' menu and high chairs on hand, with staff attentive to family celebrations.