Choose room according to budget
This suite features a separate living room with a sofa bed, along with luxury bedding and linens.
The double room features a tea and coffee maker, a safe deposit box, heating, as well as a flat-screen TV with streaming services. The unit has 2 beds.
The double room offers a flat-screen TV with streaming services, a tea and coffee maker, a safe deposit box and heating. The unit offers 1 bed.
This handicap-accessible suite features a separate living room with a sofa bed, along with luxury bedding and linens.
Complete with luxury bedding and linens, this room includes a 50-inch flat-screen HDTV, complimentary bottled water, a small refrigerator and a Keurig coffee maker.
This double room features a tea and coffee maker, a safe deposit box and a flat-screen TV with streaming services. The unit offers 1 bed.
The double room features a tea and coffee maker, a safe deposit box, heating and a flat-screen TV with streaming services. The unit has 2 beds.
Complete with luxury bedding and linens, this room includes a 50-inch flat-screen HDTV, complimentary bottled water, a small refrigerator and a Keurig coffee maker.
Featuring iconic views of Millennium Park and Lake Michigan, this suite offers a separate living room with a sofa bed.
Complete with luxury bedding and linens, this room includes a 50-inch flat-screen HDTV, complimentary bottled water, a small refrigerator and a Keurig coffee maker.
What's "Staypineapple, An Iconic Hotel, The Loop" Guest Score and Reviews clients says
Great location, well appointed rooms, comfy bed and bedding.
Great location. Close to everything. Safe area. Beautiful view from my room. Fitness center open 24 hours. Restaurant in the lobby and other good food options nearby.
I wanted to get a reduced rate as I am a CAA Corporate member but could not due to booking through your company. Next time I will book directly with the hotel.
Loved the architecture and deco of the hotel, a real quirky but wonderful building. The rooms were big, yet cosy, with great amenities. The bed was super comfy!
convenient location, nice lobby/bar and room was perfect, also like the decor staff were super friendly
I loved the cute aesthetic of the place! They had really strong drinks at the bar, the staff was friendly, there’s valet for parking, the duvets in our room were EVERYTHING!!! Best bed and sleeping items I’ve ever had in a hotel.
What a gem! Comfortable, stylish and quirky. Fab location.
Location, quirky theme, free drinks at the restaurant downstairs, historic building, coffee and tea. Staff were nice. Restaurant downstairs is really good, great coffee. Very popular though so best to make a reservation.
Central location. Comfortable bedding kit & robe!
The best thing about this hotel are the location, so close to the L and the waterfront, and the very friendly staff. The cute pineapple theme and the complimentary drink and water are a plus.
It is charming and very comfortable.
The location was perfect! It's a block from the blue line, which we took from O'Hare, and mere blocks from Millenium Park, the Art Institute, the Chicago Cultural Center, etc. The historic building was charming and the rooms had huge windows with amazing views. We also enjoyed the thoughtful extras like a welcome drink, coffee and cookies in the afternoon, and we even got a birthday treat! The staff were friendly, helpful, and easy-going.
The size, the location, the beds, the amenities like bath robe, recyclable water bottle, complimentary drink, the restaurant
Loved the location.
Location , room and staff are excellent..
A real value for the location if you have a dog. No doorman or bell hops, so getting luggage in the door and to your room is a bit hard. It is an important historic building. Renovated, not completely gutted, so doesn't sparkle like a 5 star, but clean and comfortable. Big windows.
Classic bldg., SO WELL appointed, fun vibe
We had a really welcoming reception from Cassandra Marshay after a very long journey. It is a really nice experience to be greeted by a warm and friendly smile. Thank you Cassandra. From Mr and Mrs Gray from Spain x The water bottle is a fantastic idea and as we stayed twice we got two!
Very friendly staff all throughout. The water bar in the lobby was great. Welcome drinks were really nice.
Location! Staff! Room! Vibe! Sorry, I'll stop with the exclamation marks now. Seriously, this place is a gem. It's really close to two subway/CTA stations, it's in the heart of downtown Chicago, the staff were just lovely, and the whole atmosphere was friendly and relaxed. I loved all the little touches that made the stay a little bit extra; the free reusable water bottle, the water station in the lobby, Dash, the Pineapples Pup, the individual duvets etc. I would recommend Staypineapple to anyone. On a side note, as a solo traveller, I felt very safe in this hotel.
We had a room on the third floor and the view wasnt great, but the room was fine, great shower, a fridge. Breakfast was excellent (paid for separately). The location is incredible, close to everything.
Location was great Water in lobby was nice
Facility, comfort of beds, beautiful hotel. Great perks like free water and coffee.
The staff was very professional and attentive. The front desk clerk ( Cassandra) was outstanding. The location was perfect. We were right in the heart of everything. The whole experience was amazing. This was our first time in Chicago and the city was fabulous. Thank you to the entire staff.
It was clean
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