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
  • Pet friendly
  • Public transit access
  • Smoke-free property
  • Air conditioning
  • Elevator
  • In-room safe

Reviews

4.5 / 5
Excellent 1405 reviews
  • Engine customer Oct 2026

    El personal súper amable la ubicación excelente /The super friendly staff, excellent location /

  • Engine customer Oct 2026

    Clean and in a convenient location. Unique decor. Spendy, like all area hotels.

  • Engine customer Oct 2026

    The location Nothing

  • Engine customer Oct 2026

    Room felt dated, poorly maintained with stains on the sofa, old carpet, bathroom in poor condition. And it’s not that it’s styled for an old hotel, it’s just poorly maintained.

  • Engine customer Sep 2026

    Such a cute hotel. Great downtown views. Stylish cutie

  • Engine customer Sep 2026

    Very comfortable beds and friendly, helpful staff.

  • Engine customer Sep 2026

    The place was nice, there was no parking though. But if you use spot hero you can do weekend parking for around 45/day free in and out

  • Engine customer Sep 2026

    No

  • Engine customer Sep 2026

    Very good

  • Engine customer Sep 2026

    Great experience staying here. I'm looking forward to staying there again soon!

  • Engine customer Sep 2026

    Superb

  • Engine customer Sep 2026

    Perfect location in the loop. Cute boutique hotel and old-timey Chicago feel.

  • Engine customer Sep 2026

    Street noise on the 15th floor horrible.

  • Engine customer Sep 2026

    The location was excellent if you are looking for a city experience. I thought it was windy and realized I was hearing the el early in the morning. Beautiful historic architecture inside and out. The rain make a tinkling noise on the glazed ceramic tiles. Chicago windows!! A very short walk to the Bean and the Art Museum. We utilized public transportation/CTA. The el from the airport, 1/2 block away, major bus routes outside the door; the express bus to the south side and the bus to the Gold Coast. Tap-on Tap-off for $2.50. The room is well appointed and the duvet was lovely. Many hotels have reduced themselves to paper and plastic cups, Staypineapple had mugs and Bourbon Glasses!!! Extremely clean, great staff. We had a relaxed breakfast at the restaurant our last morning, very good food and friendly service. I wish we could have tried the Happy Hour Oysters. I would stay again!

  • Engine customer Sep 2026

    - The enhancements the offer such as guaranteed early check-in do not mean anything so do not waste your money. I paid for "guaranteed early check-in" which would allow us to arrive a noon. However when we arrived this was not the case, we need to wait an additional 3 hours before our "guaranteed early check-in" room was available. I called the night before to make sure this "enhancement" was included and I was assured it was. When asking the front desk they did not see it on my account, but informed me even if it was it is based on availability and not guaranteed. Also the website noted about a welcome drink of wine or beer, when asking the front desk they noted it was only wine. However the front desk did say we could grab a beer free of charge due to the wait. - The rooms while nice, showed signs of neglect. The bed frame was too large for the mattress so it stuck out into the walk way. I lost count how many times I banged my shin on it. Also the shower fixtures were loose and sticking out of the wall, it worked OK but seemed kind of janky. Several of the outlets were not working, which resulted in a dead phones when we woke up. - The valet took over 45 minutes to get our car, we even arrived well before the checkout time to avoid the rush. The valet was going as fast as he could, but I think the hotel should be aware of the extended wait and hire another valet for the weekends.

  • Engine customer Sep 2026

    Great stay been multiple times nothing but the best.

  • Engine customer Sep 2026

    Beautiful architecture and aesthetics. On site restaurant is superb, above par. Fabulous place.

  • Engine customer Sep 2026

    Super convenient location just 2 blocks from the train! The staff was amazing super helpful!

  • Engine customer Sep 2026

    Great location, easy walking to most sites for tourists. Hotel and staff were wonderful.

  • Engine customer Sep 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 offers dedicated conference rooms for business and group use. 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.
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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