Kimpton Gray Hotel

Rooms and suites feature a minimalist aesthetic with a charcoal gray palette and light blue accents with views of the Chicago Loop. Select suites come with custom furniture, separate dining areas, wet bars, and clawfoot bathtubs.

The rooftop Boleo offers Peruvian– and Argentinian–style small plates. Steadfast features adventurous New American cuisine in an elegant space with zinc bars and plush banquettes.

Unwind over a charcuterie plate and cocktail at chic Vol. 39. Work out in the state-of-the-art fitness center, with classes occasionally available.

Visit Cloud Gate, more commonly known as “the Bean,” in Millennium Park. See a live music show at House of Blues. Head to Michigan Avenue for shopping. Explore the boutiques and restaurants of hip Wicker Park.