Pineapples are an international symbol of hospitality, and this sleek property in Chicago’s Loop takes that moniker seriously. Rich finishes like mosaic floors, marble ceilings and mahogany furnishings lend a luxe feel, but the hotel keeps it fun and fresh with amenities like pet beds, bike rentals and pineapple accents throughout the decor. The hotel restaurant, Atwood, serves contemporary cuisine and craft cocktails.