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Staypineapple An Iconic Hotel The Loop

$$
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296 reviews

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Sitting area.
Sitting area.
Lobby bar
Lobby bar
Room - 2 doubles
Room - 2 doubles
1 W Washington St
Chicago, IL 60602
Check-in: 4 PM, Check-out: 12 PM
+1 (312) 940-7997
https://www.staypineapple.com
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.

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Reviews

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4.5296 reviews
Photo of Johnnie C.
Johnnie C.
6/19/2025

Stayed with a group at the Stay Pineapple hotel, otherwise the name may have put me off... Situated in the Chicago loop across from Macy's (former Marshal Fields flagship store). Walking...

Read more on Yelp
Photo of em o.
em o.
6/26/2025

The good: if you Iike blankets, you get two. This means you don't have to share if you're sharing a bed. However, there is no top sheet. There is a mini-fridge, and the extra toilet paper roll...

Read more on Yelp
Photo of Nick M.
Nick M.
6/9/2025

Great experience here. Recently in town for a wedding. Staff was very friendly and let us check in early. Room was clean and spacious. The metal water bottle in the room was a nice touch. The view...

Read more on Yelp
Photo of Seanniece B.
Seanniece B.
4/3/2025

Ok, this review is going to be very balanced. Booking - the booking process was seamless. Very straightforward. When I arrived, I was in their system with a reservation. No problems there....

Read more on Yelp
Photo of Stephanie G.
Stephanie G.
3/23/2025

Stayed here for one night on my birthday to attend a show. This is my go-to hotel for any Chicago stay. Love the discount for repeat customers. It's a charming hotel in a great location and they...

Read more on Yelp
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United States›Illinois›Chicago›Staypineapple An Iconic Hotel The Loop

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