Staypineapple An Iconic Hotel, The Loop
Staypineapple An Iconic Hotel The Loop offers a unique and dog-friendly experience, accepting any number of pets without size or weight restrictions. They even have pet-free floors for guests with allergies.
Friendly staff, clean and close to the redline.
We have stayed at the Stay Pineapple six times and have loved it every time. It is a beautiful old bank building in downtown Chicago and is close the everything.
The room was clean, comfortable. The staff was friendly. Food and staff always excellent.
A great selection of American favorites. PINEAPPLE QUICK BITES & BEVVIES are available! Salty, sweet, or savory? Luckily you won’t need to choose, because we offer a variety of snacks, beer, wine, and other refreshments. Simply ask an Everything Person at the front desk for assistance. IN-ROOM COFFEE AND TEA: Stay fueled with our signature blend coffee and tea for use with your in-room Keurig. We even have decaf if that’s more your style. More of your favorite is just a quick tap of the Everything Button away. PLUS...UNLIMITED BOTTLED WATER! Don’t be afraid to drink that bottle of water on the desk! Enjoy unlimited bottled water replenished daily in your room. Want more? Just use the Everything Button on your in-room phone.
Valet Parking only, Rates vary.
SURF PINEAPPLE, High-speed wireless Internet access on unlimited devices, so go ahead and use your computer, phone, and tablet anytime - all the time.
Contactless check-out is available
- State Street - 0.1 mi
- Daley Plaza - 0.1 mi
- Richard J. Daley Center - 0.1 mi
- Chicago Cultural Center - 0.2 mi
- Goodman Theater - 0.2 mi
- Michigan Avenue - 0.2 mi
- James M. Nederlander Theatre - 0.2 mi
- Millennium Park - 0.2 mi
- CIBC Theatre - 0.2 mi
- Chicago Theatre - 0.2 mi
- Chicago City Hall - 0.3 mi
- Cloud Gate - 0.3 mi
- Cadillac Palace Theatre - 0.3 mi
- DePaul University-Loop Campus - 0.3 mi
- House of Blues Chicago - 0.4 mi
Featured
Reception
Reception
Lobby sitting area
Lobby sitting area
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Room
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Room
Room
Room
Room
Room
Room
Living area
Living area
Living area
Living area
Living area
Living area
Wardrobe
Wardrobe
Bathroom
Bathroom
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Bathroom
Bathroom
Bathroom
Bathroom
Gym
Bicycling
Dining
Bar (on property)
Bar (on property)
Meeting facility
Meeting facility
Meeting facility
Meeting facility
Meeting facility
Interior detail
Interior detail
Interior detail
Interior detail
Interior detail
Interior detail
Exterior detail
View from property
View from property
View from property
View from property

Friendly staff, clean and close to the redline.
We have stayed at the Stay Pineapple six times and have loved it every time. It is a beautiful old bank building in downtown Chicago and is close the everything.
The room was clean, comfortable. The staff was friendly. Food and staff always excellent.
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Staypineapple An Iconic Hotel The Loop offers a unique and dog-friendly experience, accepting any number of pets without size or weight restrictions. They even have pet-free floors for guests with allergies.
We are sorry, but the requested room type has just sold out since your original search. It is rare that this happens, but it is possible if a certain room type is sold out or if the rate changes from the time you search to the time you attempt to book the reservation.
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We are sorry, but the requested room type has just sold out since your original search. It is rare that this happens, but it is possible if a certain room type is sold out or if the rate changes from the time you search to the time you attempt to book the reservation.
Please select another room type from the options below.
We are sorry, but the requested room type has just sold out since your original search. It is rare that this happens, but it is possible if a certain room type is sold out or if the rate changes from the time you search to the time you attempt to book the reservation.
Please select another room type from the options below.
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