Facilities for disabled guestsWheelchair accessibleFitness facilitiesWiFi availableFree WiFiParkingNon-smoking roomsAir conditioningFitness center24-hour front deskHeatingPets allowedLift / ElevatorLuggage storageMeeting/banquet facilitiesValet parkingNon-smoking throughoutPrivate parkingDaily housekeepingAllergy-free roomToilet with grab railsLower bathroom sinkHigher level toiletPet bowlsPet basketVisual aids: BrailleAuditory guidanceStaff adhere to local safety protocolsLaundry washed per local authority guidelinesGuest rooms disinfected between staysCleaning standards that are effective against CoronavirusHand sanitizer in guest room and key areasCashless payment availableFire extinguishersFirst aid kit availableSanitized tableware & silverwareInvoice providedGuests can opt-out any cleaning services during staySmoke alarmsKey access
Stay1 night
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2 Sept → 3 Sept · 1 night · 2 guests
About this hotel
Staypineapple, An Iconic Hotel, The Loop is a 4-star hotel in Chicago, United States.
Historic Architecture and Luxury Design
Experience the grandeur of historic Chicago architecture at Staypineapple, An Iconic Hotel, The Loop. Designed by renowned architect Daniel Burnham, the hotel boasts mosaic floors and marble ceilings, offering a luxurious stay in the heart of Chicago's Loop.
Modern Amenities and Stunning Views
Indulge in the perfect blend of classic elegance and modern comfort in our rooms. Enjoy white and gray decor with mahogany furnishings, flat-screen TVs, and plush bedding. Upgrade to a suite for breathtaking views of Millennium Park and Lake Michigan.
Convenient Location and Special Amenities
Explore Chicago's top attractions with ease - from shopping on Michigan Avenue to visiting Millennium Park. Take advantage of our fitness center, bicycle rental service, and special perks for your furry friends. Don't miss out on experiencing Navy Pier and other nearby entertainment venues during your stay.
Book now for an unforgettable stay at Staypineapple, An Iconic Hotel, The Loop!
Timeline — click any square to jump to that review
Jul 26Jul 26
Showing 5 reviews
Lucas🇺🇸
25 Jul 2026
8.0
Great location and wonderful view from hotel room.
Wonderful staff and architecture and design of hotel. Great Location and loved our view from our room (able to see Chicago Theatre). Close to train station. Walking distance to Millennium Park and a brisk, longer walk to Riverwalk. Stores and restaurants in surrounding area.
Catherine🇺🇸
23 Jul 2026
9.0
Pros: The most comfortable beds I have ever slept in! Amazing guest service- responsive and natural
Pros: The most comfortable beds I have ever slept in! Amazing guest service- responsive and natural. Great location!
Cons: The bathrooms need a bit of an update.
Linda🇺🇸
20 Jul 2026
9.0
We loved the kindness of the staff, the location and the comfortable room.
Pros: The employees were very kind and helpful. The room was also very comfortable.
Cons: I know parking is at a premium but $75 for parking seems a bit excessive.
Bastemeijer🇨🇦
17 Jul 2026
8.0
Great location, friendly staff.
Pros: Location is perfect.
Cons: Carpet on the floors not hygienic, a bit worn down.