Staypineapple, An Iconic Hotel, The Loop  

In the heart of the Loop, a downtown Chicago hotel steps from Millennium Park and the Theatre District. Walk to the Art Institute, shop the Magnificent Mile, or admire landmarks like the Rookery, Marshall Field Building and Sullivan Center — Washington/Wabash is right nearby.

Housed in a National Historic Landmark, this award-winning spot blends historic architecture with posh, playful rooms. Expect stylish, comfortable rooms outfitted with TVs, bathrobes and slippers — a slick base for city exploration and late-night shows.

On-site bar and restaurant, fitness center/gym, tour desk, parking, laundry and dry-cleaning, plus safe-deposit boxes. The hotel is pet-friendly, making it a smart pick for travelers with dogs.

Wi‑Fi is available throughout the property.

An on-site restaurant serves local cuisine and there's a bar for pre- or post-show drinks — easy options after a day of museums and shopping.