Staypineapple An Iconic Hotel The Loop | Hotel in Downtown Chicago, Chicago
Downtown Chicago mornings, marble light, reliable internet throughout.
Staypineapple, An Iconic Hotel, The Loop places you in Downtown Chicago inside a Hotel shaped by historic architecture and a distinctly polished interior. Designed by Daniel Burnham, the building pairs mosaic floors and marble ceilings with white and gray interiors, mahogany furnishings, and the ease of modern comforts. From here, you are a short walk from Michigan Avenue, Millennium Park, the Chicago Theater, and the Art Institute of Chicago, with Navy Pier also within practical reach when you want to keep exploring the city. In the rooms, the atmosphere stays calm and considered, with plush bedding, a flat-screen TV, air conditioning, and internet access helping the space feel straightforward and restful. Select suites add views of Millennium Park and Lake Michigan, while some stays may also include kitchen access where available, giving you a little more flexibility for longer visits. The property also offers parking, pet friendly stays, and wheelchair accessible features, along with the practical support that makes checking in and settling down feel smooth. You can fit in time at the fitness center or borrow a bicycle when you want to move through Chicago at street level. It is the kind of stay that keeps the details close, from the architecture to the walkable location, so the experience feels grounded in the city and easy to remember.
24-hour front desk, plush bedding, Art Institute less than 5 minutes' walk away

- Arrival
- Minimum age 18, photo ID and credit card required
- Design
- Historic Chicago architecture, mosaic floors and marble ceilings
- Bath products
- Raised toilet, Toilet with grab rails
- Tech
- Free Wifi, Wifi, Internet
Plush bedding and straightforward rooms for longer stays
A fitness center and bicycle rental service downstairs
Staypineapple, An Iconic Hotel, The Loop Reviews
Perfection
The very best staff! They were very helpful and a lot of fun.
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Frequently asked questions
Yes. The hotel offers private parking and valet parking.
Yes. Pets are allowed, and charges may apply. Pets can also get free bedding and water upon request.
Yes. Free WiFi is available.
Yes. The hotel is wheelchair accessible and offers accessible features like raised toilets, grab rails, lowered sinks, Braille, tactile signs, and auditory guidance.
Yes. There is a fitness center on site.
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