Members-only rates
4.5 / 5 Excellent

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop – Chicago, IL
Staypineapple, An Iconic Hotel, The Loop – Chicago, IL
Check in 4:00 PM
Check out 12:00 PM

About Staypineapple, An Iconic Hotel, The Loop

Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop. Shopping on famed Michigan Avenue and Millennium Park are a short walk away. White and gray colors with mahogany furnishings are balanced by modern amenities like a flat-screen TV and plush bedding in each room. Select suites feature stunning views of Millennium Park and Lake Michigan. Staypineapple, An Iconic Hotel, The Loop has a fitness center and bicycle rental service. Pets receive free bedding and water upon request. Chicago’s entertainment center, Navy Pier, is 1.9 mi from the hotel. The Chicago Theater and Art Institute of Chicago are less than 5 minutes’ walk away.

Amenities

  • On-site parking
  • 24-hour front desk
  • Meeting space
  • Fitness center
  • On-site dining
  • Valet parking
  • Bar / lounge
  • Café / coffee shop
  • Business center
  • Express check-in / check-out
  • Concierge
  • Dry cleaning
  • Self-service laundry
  • Luggage storage
  • Multilingual staff
  • Full kitchen / kitchenette
  • In-room refrigerator
  • Spa / sauna
  • Pet friendly
  • Public transit access
  • Smoke-free property
  • Air conditioning
  • Elevator
  • In-room safe

Reviews

4.5 / 5
Excellent 1448 reviews
  • Engine customer Aug 2026

    I enjoyed my stay and would recommend. May I offer a suggestion to service pork and turkey bacon.

  • Engine customer Aug 2026

    Great location and easy public transportation to explore the city and Wrigley field. Lovely room with great view.

  • Engine customer Aug 2026

    The staff was helpful and generally awesome.

  • Engine customer Aug 2026

    We loved being in the loop. We walked to Navy Pier, the Bean, a river cruise and many other attractions. The food was amazingly good close to the hotel. It’s a great place to stay and enjoy the city!!

  • Engine customer Aug 2026

    While the staff were lovely this definitely wasn't worth it. The amenities are old, the rooms are TINY and they nickle and dime you for everything. Won't be staying at this pineapple again.

  • Engine customer Aug 2026

    Superb

  • Engine customer Aug 2026

    Easy walk to millenium park as well. Loved going on a morning run down there, along the water and then up the river walk and back. There are so many hotels to choose from in Chicago! This one was a great pick!

  • Engine customer Aug 2026

    This place is fantastic! A fun place in great location. Highly recommend.

  • Engine customer Aug 2026

    The only complaint we have is no coffee for the morning. They have those self coffee machines in the room but make only a small cup. Happy hour was supposed to have one free wine and beer. They didnt have beer and only had a couple of bottles of cheap wine. Also during out stay, our mini fridge in our room stopped working and on day 2 all the dog food and perishables we kept in it, Spoiled. When we called for maintenance, they said the surge protector tripped and turned the fridge off so …. Just make sure your fridge is working. We had to throw away about 50.00 worth of dog food and kid snacks.

  • Engine customer Aug 2026

    Nice spot! Great location and exceptional views.

  • Engine customer Aug 2026

    The bed was great and location was perfect. We enjoyed it.

  • Engine customer Aug 2026

    Usually, I have difficulty falling asleep on the first night. Enjoyed the bed, slept well every night, very comfortable. Rooms were clean and had a good view of the city. Also, easy access to River Walk and Millennium Park.

  • Engine customer Aug 2026

    Comfy beds, and appreciated the water and additional beverages. Will definitely see you again in Chicago!

  • Engine customer Aug 2026

    #1

  • Engine customer Aug 2026

    We would definitely stay there again.

  • Engine customer Jul 2026

    Excellent location and wonderful service! I had a very pleasant stay. The hotel is in a convenient location for work, shopping, Millennium Park, and the Riverwalk restaurants and bars. Additionally, the front desk staff was very friendly, helpful, and truly made us feel welcome.

  • Engine customer Jul 2026

    Only negative thing was the elevator next to the check in needs to be fixed. It works. Just during using it you think you may die. Super cool historical hotel. They got me in to check in early which was appreciated especially during a huge festival across the street. One of the more comfortable beds and beddings ive used in a while. Very easy spot. I like that the room key was a physical key that I also didn’t lose haha

  • Engine customer Jul 2026

    The location was great, the hotel was clean, and the staff was very helpful, but I expected a much nicer hotel based on the reviews. It felt overpriced for what it offered and felt to me more like a budget hotel in need of a refresh than the other hotels we’ve that Expedia has labeled as 4 star. There was a lot of chipped paint, and the hallways and room felt a bit old and dingy despite everything being clean. It also didn’t offer the turndown service listed as an amenity on Expedia, which is no surprise now. They also only clean the rooms every other day, which wasn’t super convenient since we were traveling with a baby. The staff was always quick to respond to a request for trash to be taken out or extra linens. However, we always had to go down to the front desk to make a request because our phone either didn’t work or the staff was too busy to answer the phone. One final issue was that the room didn’t have blackout curtains and so much light came in from the street lamps that it did make it difficult to sleep, so you’d want to bring an eye mask if you were sensitive to light while sleeping.

  • Engine customer Jul 2026

    Great space, good location

  • Engine customer Jul 2026

    Really nice historic hotel. Love the old school touches (physical key for room!). Really friendly and welcoming staff. Great location. Nice comfortable room. Gym was a bit on the small side.

Frequently asked questions about Staypineapple, An Iconic Hotel, The Loop

Does Staypineapple, An Iconic Hotel, The Loop have free Wi-Fi?
Yes, Staypineapple, An Iconic Hotel, The Loop offers free Wi-Fi for all guests.
Does Staypineapple, An Iconic Hotel, The Loop offer parking?
Yes, Staypineapple, An Iconic Hotel, The Loop offers both self-parking and valet parking. Fees may apply.
Does Staypineapple, An Iconic Hotel, The Loop have meeting spaces, conference centers, or conference rooms?
Yes. Staypineapple, An Iconic Hotel, The Loop features meeting spaces and dedicated conference rooms, suitable for corporate meetings and group gatherings. Banquet and reception facilities are also available.
Does Staypineapple, An Iconic Hotel, The Loop have a fitness center?
Yes, Staypineapple, An Iconic Hotel, The Loop features an on-site fitness center for guests. Additional wellness amenities include spa.
Where is Staypineapple, An Iconic Hotel, The Loop located, and how walkable is the area?
Staypineapple, An Iconic Hotel, The Loop is located at 1 W Washington St, Chicago, IL 60601. With a Walk Score of 100, the area is rated Walker's Paradise. Most daily errands can be done on foot — ideal for travelers without a car.

What's nearby

Map of points of interest near Staypineapple, An Iconic Hotel, The Loop
  • Art Institute of Chicago 0.3 mi
  • Aon Center 0.4 mi
  • Trump International Hotel and Tower 0.4 mi
  • Willis Tower 0.5 mi
  • Chicago Merchandise Mart 0.5 mi
  • Haymarket affair 0.8 mi
  • 875 North Michigan Avenue 1.1 mi

Why no public rates?

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