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

    The property was in a wonderful area where you could easily walk to any attractions without having to find an Uber. The staff were extremely kind and helpful! I recommend for anyone visiting Chicago who wants everything in walking distance!

  • Engine customer Aug 2026

    Room was clean but maybe needs a little TLC, especially a new bed. Otherwise the stay was great!! Drinks were great, staff was great, and close to tourist things.

  • Engine customer Aug 2026

    Great location for Lollapalooza, lots of character (in a good way). Loved the keys and super heavy doors. Nice stay.

  • Engine customer Aug 2026

    Exceptional

  • Engine customer Aug 2026

    Superb

  • Engine customer Aug 2026

    Very good

  • Engine customer Aug 2026

    The location is perfect! Bed was very comfortable and the view was outstanding. It’s probably time to start refreshing the bathrooms but they are acceptable.

  • Engine customer Aug 2026

    Really lovely historic space close to transit and many sights in downtown Chicago! The staff were excellent and kind. Bed was very comfortable. Nice amenities like coffee in the afternoons and breakfast in the morning. Very close to L trains and walkable to lots of great architectural sights (go across the street to the Macy’s and see the interior Tiffany mosaic atrium, you won’t be disappointed). A great spot for solo travel as well! Thanks to everyone who made my stay cozy.

  • Engine customer Aug 2026

    Location iconic beautifully presented One of the lights didn't work and it would have been nice if there were two drinking flasks instead of one.

  • Engine customer Aug 2026

    Atmosphere, staff, location, little nice compliments for the guests, history, architecture. Slightly worn out.

  • Engine customer Aug 2026

    Everything The bar selection needs to have more a liquor and beer selection

  • Engine customer Aug 2026

    Great location on the loop and near public transportation. Poor security as anyone could walk in off the street from either entrance and go upstairs to the rooms. The front desk staff were not attentive and seemed to be looking at their phones. Cookies were not put out 2 afternoons we were there and had to ask for them. The restaurant food was very salty and while aspects of the food were tasty the salt was distracting.

  • Engine customer Aug 2026

    Good

  • Engine customer Aug 2026

    Very good

  • 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

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 99, 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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