The Robey

Situated at the heart of hipster haven Wicker Park, this 69-room newcomer—the long-awaited reimagining of the 1929 Art Deco Northwest Tower—earns coolness cred for its common spaces, like the French-accented Café Robey and rooftop pool-adjacent Cabana Club, appointed in a sleek palette of whites and grays. But for the minimal vibe of its public face, its mix of queen, king, and suite-style rooms aren’t without homey creature comforts; think crisp 400-thread-count linens, supple denim robes, Bluetooth sound systems, and, thanks to the building’s unusual triangular shape, an abundance of windows that usher in natural light.